GB1330237A - Method of alkali-cleavage of n-tert-alkylamides - Google Patents
Method of alkali-cleavage of n-tert-alkylamidesInfo
- Publication number
- GB1330237A GB1330237A GB5617371A GB5617371A GB1330237A GB 1330237 A GB1330237 A GB 1330237A GB 5617371 A GB5617371 A GB 5617371A GB 5617371 A GB5617371 A GB 5617371A GB 1330237 A GB1330237 A GB 1330237A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cleavage
- alkali
- esterified
- cooh
- dec
- 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
- 238000003776 cleavage reaction Methods 0.000 title abstract 2
- 238000000034 method Methods 0.000 title 1
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- ICPWFHKNYYRBSZ-UHFFFAOYSA-N 2-methoxypropanoic acid Chemical compound COC(C)C(O)=O ICPWFHKNYYRBSZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 150000001408 amides Chemical class 0.000 abstract 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract 1
- 108010016766 KK 3 Proteins 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000011261 inert gas Substances 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 229930195734 saturated hydrocarbon Natural products 0.000 abstract 1
- 230000007017 scission Effects 0.000 abstract 1
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 abstract 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/06—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1330237 Cleavage of carboxylic amides TOHO BESLON KK 3 Dec 1971 [30 Dec 1970 18 Sept 1971 (2)] 56173/71 Heading C2C Amides of the formula R 1 CONHR 2 , in which R 1 is a saturated or unsaturated hydrocarbon radical of 2 or 3 carbon atoms or the methoxy derivative of such a radical, and R 2 is a tertiary alkyl radical, are cleaved to produce R 1 COOH and R 2 NH 2 by heating in an inert gas atmosphere with an alkali (e.g. NaOH or KOH) in the presence of methanol to above 140‹ C., preferably at 150-250‹ C. Examples obtain tert.- butyl amine. The acids R 1 COOH may be esterified. Acids isolated in examples are acrylic acid (esterified to give methyl acrylate) and methoxypropionic acid. Methyl acrylate is also obtained by refluxing methoxypropionic acid with H 2 SO 4 .
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12233570A JPS54881B1 (en) | 1970-12-30 | 1970-12-30 | |
| JP7275271A JPS4836109A (en) | 1971-09-18 | 1971-09-18 | |
| JP7275171A JPS5512419B2 (en) | 1971-09-18 | 1971-09-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1330237A true GB1330237A (en) | 1973-09-12 |
Family
ID=27301028
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5617371A Expired GB1330237A (en) | 1970-12-30 | 1971-12-03 | Method of alkali-cleavage of n-tert-alkylamides |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1330237A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2021224934A1 (en) * | 2020-05-04 | 2021-11-11 | Prachi Specialties | Process for preparation of tert-butylamine and propionic acid salts from n-tertiary butyl acrylamide |
-
1971
- 1971-12-03 GB GB5617371A patent/GB1330237A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2021224934A1 (en) * | 2020-05-04 | 2021-11-11 | Prachi Specialties | Process for preparation of tert-butylamine and propionic acid salts from n-tertiary butyl acrylamide |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES448454A1 (en) | Method of preparing malonic acid dialkyl esters | |
| ES8300090A1 (en) | Carbacyclins, process for their preparation and their utilization as pharmaceutical preparations. | |
| GB1226685A (en) | ||
| DE3062555D1 (en) | Process for the acylation of amino acids | |
| GB1330237A (en) | Method of alkali-cleavage of n-tert-alkylamides | |
| GB1481507A (en) | Process for the manufacture of formyl compounds | |
| GB1304925A (en) | ||
| GB1323183A (en) | Cyclopropane esters and acids thereof | |
| GB1399089A (en) | Carboxylic acids and derivatives thereof | |
| GB1333616A (en) | Indene derivatives | |
| GB1308849A (en) | Process for the preparation of 6alpha-methyl-19-nor-pregnenes | |
| ES258194A2 (en) | Process for obtaining alpha-beta, deltaepsilon unsaturated carboxylic compounds | |
| GB1197467A (en) | Improvements in or relating to a Process for the Production of Substituted 1,4-Dienes | |
| GB1025699A (en) | New n,n-diphenyl-alkylene-ª‡,ªÏ-diamines | |
| GB1481159A (en) | Process for the preparation of 5-alkyl-picolinic acids | |
| GB987274A (en) | Improvements in and relating to the production of halides of unsaturated aliphatic acids or derivatives thereof | |
| GB1344501A (en) | Ampholytic carboxylated fluorinated compounds | |
| GB1190274A (en) | Production of N-beta-Hydroxyalkyl-3-Aminophenols and N-gamma-Hydroxyalkyl-3-Aminophenols | |
| GR23207B (en) | METHOD FOR THE PRODUCTION OF AMINO ACIDS. | |
| GB1242786A (en) | THE PREPARATION OF gamma-LACTONES FROM OLEFINS | |
| GB1193537A (en) | Process for Separating a Vinyl Ester from Hot Reaction Gases Containing the Carboxylic Acid on which the Ester is Based. | |
| GB1253611A (en) | Phosphorus-containing reagents for aldehyde synthesis | |
| GR20125B (en) | METHOD FOR THE PRODUCTION OF 4 - HYDROXY - 17 - A - METHYLOTESTERONE AND OF THERE ESTERS. | |
| GB1371429A (en) | Process for preparing hydroxy citronellal | |
| GB820503A (en) | Improvements in or relating to the production of n-substituted 2-hydroxymethyl pyrrolidines |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |