GB224913A - Improvements in or relating to the manufacture of alkyl resorcinols - Google Patents
Improvements in or relating to the manufacture of alkyl resorcinolsInfo
- Publication number
- GB224913A GB224913A GB27259/24A GB2725924A GB224913A GB 224913 A GB224913 A GB 224913A GB 27259/24 A GB27259/24 A GB 27259/24A GB 2725924 A GB2725924 A GB 2725924A GB 224913 A GB224913 A GB 224913A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pure
- propyl
- purifying
- resorcinol
- butyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 229930188104 Alkylresorcinol Natural products 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 3
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- 150000002576 ketones Chemical class 0.000 abstract 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 abstract 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 abstract 2
- WLJWDDUTPNYDHW-UHFFFAOYSA-N 2-butylbenzene-1,3-diol Chemical class CCCCC1=C(O)C=CC=C1O WLJWDDUTPNYDHW-UHFFFAOYSA-N 0.000 abstract 1
- CSHZYWUPJWVTMQ-UHFFFAOYSA-N 4-n-Butylresorcinol Chemical compound CCCCC1=CC=C(O)C=C1O CSHZYWUPJWVTMQ-UHFFFAOYSA-N 0.000 abstract 1
- 229910000497 Amalgam Inorganic materials 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 238000007689 inspection Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 238000001953 recrystallisation Methods 0.000 abstract 1
- 238000005292 vacuum distillation Methods 0.000 abstract 1
- 239000011701 zinc Substances 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
- 235000005074 zinc chloride Nutrition 0.000 abstract 1
- 239000011592 zinc chloride Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
- C07C39/02—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring monocyclic with no unsaturation outside the aromatic ring
- C07C39/08—Dihydroxy benzenes; Alkylated derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
n-Propyl and n-butyl resorcinols are prepared in a pure state, for use for example therapeutically, by heating resorcinol with pure propionic or pure n-butyric acid in presence of a condensing agent, such as zinc chloride, separating and purifying the intermediate ketone, reducing it, such as by zinc amalgam and hydrochloric acid, and finally purifying the resulting n-propyl or n-butyl resorcinol by vacuum distillation and recrystallization from benzene. The intermediate ketone may be purified by distillation in vacuo. An example shows the preparation of the n-propyl body. The Specification as open to inspection under Sect. 91 (3) (a) is not limited to the use of the pure acids and refers also to other methods of purifying the final alkyl resorcinol. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US224913XA | 1923-07-31 | 1923-07-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB224913A true GB224913A (en) | 1925-04-28 |
Family
ID=21809876
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB27259/24A Expired GB224913A (en) | 1923-07-31 | 1923-11-28 | Improvements in or relating to the manufacture of alkyl resorcinols |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB224913A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5325479A (en) * | 1989-05-08 | 1994-06-28 | Apple Computer, Inc. | Method and apparatus for moving control points in displaying digital typeface on raster output devices |
-
1923
- 1923-11-28 GB GB27259/24A patent/GB224913A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5325479A (en) * | 1989-05-08 | 1994-06-28 | Apple Computer, Inc. | Method and apparatus for moving control points in displaying digital typeface on raster output devices |
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