Hydrochloric Acid → 17-Hydroxyprogesterone

HRID 1164192

反応式

HRID 1164192 の反応式
[C:1]([C@:3]1([OH:23])[CH2:8][CH2:7][C@H:6]2[C@H:9]3[C@H:19]([CH2:20][CH2:21][C@:4]12[CH3:5])[C@:17]1([CH3:18])[C:12](=[CH:13][C:14](=[O:22])[CH2:15][CH2:16]1)[CH2:11][CH2:10]3)#[CH:2].Cl.C[OH:26]>C([O-])(=O)C.[Hg+2].C([O-])(=O)C>[OH:23][C@:3]1([C@:4]2([CH3:5])[C@H:6]([C@H:9]3[C@H:19]([CH2:20][CH2:21]2)[C@:17]2([CH3:18])[C:12](=[CH:13][C:14](=[O:22])[CH2:15][CH2:16]2)[CH2:11][CH2:10]3)[CH2:7][CH2:8]1)[C:1](=[O:26])[CH3:2]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 5284557Ethisterone

生成物 1

HCID 623817-Hydroxyprogesterone

試薬・触媒・溶媒 1

HCID 15337Mercuric acetate触媒

実験手順

Starting from 3.12 g (0.01 mole) of 17α-ethynyl-17β-hydroxy-androst-4-en-3-one one proceeds as described in Example 9 but after the reaction with mercury(II)-acetate the mixture is not poured onto water but the mixture of 24 ml of concentrated hydrochloric acid and 40 ml of methyl alcohol is added thereto. The reaction mixture is stirred at a temperature of 48° to 50° C. for 8 hours, then it is poured onto water. The separated product is filtered, washed with water and dried. Thus 2.70 g of 17α-hydroxy-pregn-4-ene-3,20-dione are obtained (82.1% of the theoretical yield). The crude product is crystallized from methyl alcohol. Melting point: 212° to 217° C.; [α]D20 =+89° (CHCl3, c=1%).

後処理

  1. additionis not poured onto water
  2. additionis added
  3. additionit is poured onto water
  4. filtrationThe separated product is filtered
  5. washwashed with water
  6. customdried

出典と根拠

ORDレコード
ord-d061a729c62d42ddb4cf0d5da968e04c
出典データセット
uspto-grants-1983_01
特許番号
US04368160

関連ノート

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