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

HRID 2253812노트

반응식

HRID 2253812 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 the titled compound.

후처리

  1. filtrationthe precipitated solid was collected by filtration
  2. dry with materialdried in vacuo which the titled compound

출처 및 근거

ORD 기록
ord-a6f751e32ee44ccd951c9a110f69e9ec
출처 데이터셋
uspto-grants-1993_08
특허 번호
US05232917

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