Sodium Hydroxide → Dihydroandrostenedione

HRID 467452

反応式

HRID 467452 の反応式
[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]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 441302EpiandrosteroneHCID 131709961Jones' reagent

生成物 1

HCID 222865Dihydroandrostenedione収率 95.1%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-08e7bcdbab2549c384510081d8f10672
出典データセット
uspto-grants-2014_01
特許番号
US08623849B2

関連ノート

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