Sodium Hydroxide → Dihydroandrostenedione

HRID 467452

반응식

HRID 467452 반응식
[OH:1][C@H:2]1[CH2:19][CH2:18][C@@:17]2([CH3:20])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:16]2[CH2:15][CH2:14][C@@:12]2([CH3:13])[C@H:8]3[CH2:9][CH2:10][C:11]2=[O:21])[CH2:3]1.CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O.[OH-].[Na+]>CC(C)=O>[CH3:13][C@:12]12[CH2:14][CH2:15][C@H:16]3[C@@H:7]([CH2:6][CH2:5][C@@H:4]4[C@:17]3([CH3:20])[CH2:18][CH2:19][C:2](=[O:1])[CH2:3]4)[C@@H:8]1[CH2:9][CH2:10][C:11]2=[O:21]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 441302EpiandrosteroneHCID 131709961Jones' reagent

생성물 1

HCID 222865Dihydroandrostenedione수율 95.1%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To the mixture of 6 (5 g, 17.2 mmol) and 75 ml acetone at room temperature 1.5 ml of Jones reagent (CrO3, H2SO4, H2O) was added by drops. After the reaction was completed, NaOH was added, liquid phase was separated and then 90 ml water was added. The resulting precipitate was filtered off to afford product 7 (4.72 g, 94%). M.p. 134-137° C.

후처리

  1. additionwas added by drops
  2. customliquid phase was separated
  3. addition90 ml water was added
  4. filtrationThe resulting precipitate was filtered off

출처 및 근거

ORD 기록
ord-08e7bcdbab2549c384510081d8f10672
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08623849B2

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