Cholic Acid → Apocholic acid

HRID 1587032ノート

反応式

HRID 1587032 の反応式
[CH3:1][C@@H:2]([C@@H:8]1[C@@:12]2([CH3:29])[C@@H:13]([OH:28])[CH2:14][C@@H:15]3[C@@:20]4([CH3:26])[CH2:21][CH2:22][C@@H:23]([OH:25])[CH2:24][C@H:19]4[CH2:18][C@@H:17](O)[C@H:16]3[C@@H:11]2[CH2:10][CH2:9]1)[CH2:3][CH2:4][C:5]([OH:7])=[O:6]>CC(C)=O.[Cl-].[Zn+2].[Cl-]>[OH:25][C@@H:23]1[CH2:22][CH2:21][C@@:20]2([CH3:26])[C@H:19]([CH2:18][CH2:17][C:16]3[C@@H:15]2[CH2:14][C@H:13]([OH:28])[C@@:12]2([CH3:29])[C:11]=3[CH2:10][CH2:9][C@@H:8]2[C@H:2]([CH3:1])[CH2:3][CH2:4][C:5]([OH:7])=[O:6])[CH2:24]1

参加物

4

反応物 1

HCID 221493Cholic Acid

生成物 1

HCID 101818Apocholic acid

試薬・触媒・溶媒 2

HCID 3007855Zincchloride触媒HCID 180Acetone溶媒

反応条件

温度
110 °C

実験手順

A mixture of cholic acid (11.4 g) and zinc chloride (13 g) in acetone (50 ml) is heated so as to distil off solvent, then heated at an external temperature of 110° C. for about 1.5 hours. The mixture is poured into water, extracted with ether and the organic solution dried over magnesium sulfate, dried, filtered, and concentrated in vacuo. The crude is purified by flash chromatography to give the desired product.

後処理

  1. temperatureis heated so as
  2. customto distil off solvent
  3. additionThe mixture is poured into water
  4. extractionextracted with ether
  5. dry with materialthe organic solution dried over magnesium sulfate
  6. customdried
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customThe crude is purified by flash chromatography

出典と根拠

ORDレコード
ord-ece4ca440c0644d1b45c6272a01696a0
出典データセット
uspto-grants-1993_06
特許番号
US05216015

反応ノート

読み込み中…