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

HRID 232799

반응식

HRID 232799 반응식
[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

참가 물질

8

반응물 5

HCID 313Hydrochloric Acid2회HCID 14798Sodium HydroxideHCID 24408BromineHCID 92786AllopregnanoloneHCID 23673712Sodium hypobromite

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매2회HCID 312751,4-Dioxane용매2회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-93d06620dbbe494aa2241caf1670dcef
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05591733

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