Acetic Acid → 13-Ethyl-3-methoxygona-1,3,5(10),8-tetraen-17beta-ol

HRID 1077162

反応式

HRID 1077162 の反応式
[CH2:1]([C@:3]12[CH2:11][CH2:10][C:9]3[C:12]4[CH:13]=[CH:14][C:15]([O:20][CH3:21])=[CH:16][C:17]=4[CH2:18][CH2:19][C:8]=3[C@@H:7]1[CH2:6][CH2:5][C:4]2=[O:22])[CH3:2].[BH4-].[Na+].C(O)(=O)C>CO>[CH2:1]([C@:3]12[CH2:11][CH2:10][C:9]3[C:12]4[CH:13]=[CH:14][C:15]([O:20][CH3:21])=[CH:16][C:17]=4[CH2:18][CH2:19][C:8]=3[C@@H:7]1[CH2:6][CH2:5][C@@H:4]2[OH:22])[CH3:2]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 111113Einecs 227-699-7HCID 4311764Sodium borohydride

生成物 1

HCID 11130013-Ethyl-3-methoxygona-1,3,5(10),8-tetraen-17beta-ol

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Add 13β-ethyl-3-methoxygona-1,3,5(10),8-tetraen-17-one (16.8 g.) to a solution of sodium borohydride (6 g.) in methanol (500 cc.), swirl the mixture which boils spontaneously. When all the material has been added and the reaction has subsided, add acetic acid (15 cc.). Reduce the mixture in volume by evaporation of most of the solvent, add water and extract the product with ether. Evapoate the washed and dried extracts to obtain crude crystalline product (16.8 g.), m.p. 102°-5° on recrystallization from acetonitrile.

後処理

  1. additionWhen all the material has been added
  2. customReduce the mixture in volume by evaporation of most of the solvent
  3. additionadd water
  4. extractionextract the product with ether
  5. washEvapoate the washed
  6. customdried extracts
  7. customto obtain crude crystalline product (16.8 g.), m.p. 102°-5°
  8. customon recrystallization from acetonitrile

出典と根拠

ORDレコード
ord-fa681442129346cf9bf718ea622c5a29
出典データセット
uspto-grants-1976_05
特許番号
US03959322

関連ノート

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