Hydrochloric Acid → 9-Oxo-15S-hydroxy-5Z,8(12),13E,17Z-prostatetraenoic acid

HRID 1076079ノート

反応式

HRID 1076079 の反応式
[CH3:1][CH2:2]/[CH:3]=[CH:4]\[CH2:5][C@H:6]([OH:25])/[CH:7]=[CH:8]/[C@@H:9]1[C@@H:14]([CH2:15]/[CH:16]=[CH:17]\[CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22])[C:12](=[O:13])[CH2:11][C@H:10]1O.[OH-].[K+].Cl>C(O)C>[CH3:1][CH2:2]/[CH:3]=[CH:4]\[CH2:5][C@H:6]([OH:25])/[CH:7]=[CH:8]/[C:9]1[CH2:10][CH2:11][C:12](=[O:13])[C:14]=1[CH2:15]/[CH:16]=[CH:17]\[CH2:18][CH2:19][CH2:20][C:21]([OH:23])=[O:22]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 5280937Prostaglandin E3

生成物 1

HCID 52831139-Oxo-15S-hydroxy-5Z,8(12),13E,17Z-prostatetraenoic acid

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
10 °C

実験手順

A solution of racemic PGE3 (200 mg.) in 100 ml. of 50% aqueous ethanol containing 10 grams of potassium hydroxide is kept at 25° C. for 10 hours under notrogen. Then, the solution is cooled to 10° C. and neutralized by addition of 3 normal hydrochloric acid at 10° C. The resulting solution is extracted repeatedly with ethyl acetate, and the combined ethyl acetate extracts are washed with water and then with saturated aqueous sodium chloride solution, dried, and evaporated to give racemic PGB3.

後処理

  1. extractionThe resulting solution is extracted repeatedly with ethyl acetate
  2. washthe combined ethyl acetate extracts are washed with water
  3. dry with materialwith saturated aqueous sodium chloride solution, dried
  4. customevaporated

出典と根拠

ORDレコード
ord-03f36092e84743d7891e50c35a0a07d0
出典データセット
uspto-grants-1976_05
特許番号
US03954851

反応ノート

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