JPS588096A - Preparation of 19-norethisterone - Google Patents
Preparation of 19-norethisteroneInfo
- Publication number
- JPS588096A JPS588096A JP10674381A JP10674381A JPS588096A JP S588096 A JPS588096 A JP S588096A JP 10674381 A JP10674381 A JP 10674381A JP 10674381 A JP10674381 A JP 10674381A JP S588096 A JPS588096 A JP S588096A
- Authority
- JP
- Japan
- Prior art keywords
- androst
- dione
- ene
- react
- acetylene
- 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.)
- Granted
Links
- VIKNJXKGJWUCNN-XGXHKTLJSA-N Norethisterone Chemical compound O=C1CC[C@@H]2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 VIKNJXKGJWUCNN-XGXHKTLJSA-N 0.000 title abstract 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 6
- JRIZOGLBRPZBLQ-QXUSFIETSA-N 19-Norandrostenedione Chemical compound O=C1CC[C@@H]2[C@H]3CC[C@](C)(C(CC4)=O)[C@@H]4[C@@H]3CCC2=C1 JRIZOGLBRPZBLQ-QXUSFIETSA-N 0.000 abstract 3
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 abstract 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 235000011118 potassium hydroxide Nutrition 0.000 abstract 2
- RJKFOVLPORLFTN-LEKSSAKUSA-N Syngestrets Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)C)[C@@]1(C)CC2 RJKFOVLPORLFTN-LEKSSAKUSA-N 0.000 abstract 1
- 230000002378 acidificating Effects 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000000431 corpus luteum hormone Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
Abstract
PURPOSE: To prepare 19-norethisterone useful as a corpus luteum hormone, in high yield, by reacting an acetylene adduct with 19-nor-androst-4-ene-3,17-dione, and subjecting the product to a specific post-treatment.
CONSTITUTION: Caustic potash of ≥90% purity is made to react with an alcohol at 20W60°C, and acetylene is introduced into the reaction product and made to react at -20W+20°C. The resultant acetylene adduct is made to react with 19- nor-androst-4-ene-3,17-dione at ≤20°C, and the reaction mixture is maintained at 25W60°C, made acidic with hydrochloric acid, etc., stirred at 10W80°C, and neutralized to obtain the objective compound. The amounts of the caustic potash and the alcohol are 4W30mol and 2W15mol per 1mol of 19-nor-androst-4- ene-3,17-dione, respectively.
COPYRIGHT: (C)1983,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10674381A JPS6355517B2 (en) | 1981-07-08 | 1981-07-08 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10674381A JPS6355517B2 (en) | 1981-07-08 | 1981-07-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS588096A true JPS588096A (en) | 1983-01-18 |
| JPS6355517B2 JPS6355517B2 (en) | 1988-11-02 |
Family
ID=14441397
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10674381A Expired JPS6355517B2 (en) | 1981-07-08 | 1981-07-08 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6355517B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018185783A1 (en) * | 2017-04-06 | 2018-10-11 | Coral Drugs Pvt. Ltd. | Novel process for preparation of 19-norsteroids |
-
1981
- 1981-07-08 JP JP10674381A patent/JPS6355517B2/ja not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018185783A1 (en) * | 2017-04-06 | 2018-10-11 | Coral Drugs Pvt. Ltd. | Novel process for preparation of 19-norsteroids |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6355517B2 (en) | 1988-11-02 |
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