Hydrochloric Acid → 3alpha-Hydroxy-5alpha-androstane-17beta-carboxylic acid

HRID 232799

反応式

HRID 232799 の反応式
[OH-:1].[Na+].BrBr.Br[O-].[Na+].[OH:8][C@@H:9]1[CH2:28][CH2:27][C@@:26]2([CH3:29])[C@@H:11]([CH2:12][CH2:13][C@@H:14]3[C@@H:25]2[CH2:24][CH2:23][C@@:22]2([CH3:30])[C@H:15]3[CH2:16][CH2:17][C@@H:18]2[C:19](=[O:21])C)[CH2:10]1.Cl>O.O1CCOCC1>[OH:8][C@@H:9]1[CH2:10][CH2:11][C@@:26]2([CH3:29])[C@@H:27]([CH2:12][CH2:13][C@@H:14]3[C@@H:25]2[CH2:24][CH2:23][C@@:22]2([CH3:30])[C@H:15]3[CH2:16][CH2:17][C@@H:18]2[C:19]([OH:21])=[O:1])[CH2:28]1

参加物

8

反応物 5

HCID 313Hydrochloric Acid2 回HCID 14798Sodium HydroxideHCID 24408BromineHCID 92786AllopregnanoloneHCID 23673712Sodium hypobromite

生成物 1

HCID 186531443alpha-Hydroxy-5alpha-androstane-17beta-carboxylic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 312751,4-Dioxane溶媒2 回

実験手順

A solution of sodium hydroxide (1.1 g) in water (18 mL) was stirred at -5° C. and bromine (0.4 mL) was added very slowly. Cold dioxane (12 mL) was added and the resulting sodium hypobromite solution was added to a solution of 3α-hydroxy-5α-pregnane-20-one (0.6 g) in dioxane (30 mL) at 0° C. The resulting mixture was kept at this temperature for 1 hr., neutralized with concentrated hydrochloric acid and poured into water. Excess 2N hydrochloric acid was then added and the precipitated solid was collected by filtration and dried in vacuo which gave the title compound.

後処理

  1. filtrationthe precipitated solid was collected by filtration
  2. customdried in vacuo which

出典と根拠

ORDレコード
ord-93d06620dbbe494aa2241caf1670dcef
出典データセット
uspto-grants-1997_01
特許番号
US05591733

関連ノート

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