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

HRID 1414979

반응식

HRID 1414979 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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. Evaporate the washed and dried extracts to obtain crude crystalline product (16.8 g.), m.p. 102°-5° on recrystallization from acetonitrile.

후처리

  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. customEvaporate the
  6. washwashed
  7. customdried extracts
  8. customto obtain crude crystalline product (16.8 g.), m.p. 102°-5°
  9. customon recrystallization from acetonitrile

출처 및 근거

ORD 기록
ord-02e0c299802a438583029fb7b48f3f30
출처 데이터셋
uspto-grants-1977_01
특허 번호
US04002746

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