9alpha-Hydroxyandrost-4-ene-3,17-dione → 9-Dehydroandrostenedione

HRID 1087676

반응식

HRID 1087676 반응식
O[C@:2]12[CH2:19][CH2:18][C@@:16]3([CH3:17])[C@@H:12]([CH2:13][CH2:14][C:15]3=[O:20])[C@@H:11]1[CH2:10][CH2:9][C:8]1[C@:3]2([CH3:22])[CH2:4][CH2:5][C:6](=[O:21])[CH:7]=1>ClS(O)(=O)=O>[CH3:17][C@:16]12[CH2:18][CH:19]=[C:2]3[C@@H:11]([CH2:10][CH2:9][C:8]4[C@:3]3([CH3:22])[CH2:4][CH2:5][C:6](=[O:21])[CH:7]=4)[C@@H:12]1[CH2:13][CH2:14][C:15]2=[O:20]

참가 물질

3

반응물 1

HCID 104250179alpha-Hydroxyandrost-4-ene-3,17-dione

생성물 1

HCID 2395959-Dehydroandrostenedione

시약·촉매·용매 1

HCID 24638Chlorosulfonic acid용매

실험 절차

Following the general procedure of Example 6 but making non-critical variations, 9α-hydroxyandrostenedione (20.00 g.) is reacted with chlorosulfonic acid (10 ml.) at a temperature of 20°-27° for 17 minutes. Upon workup the reaction gives androsta-4,9(11)-diene-3,17-dione, 15.9 l g., (79.5% weight yield, 84.4 % chemical yield); m.p. 200.5°-204°; [α]D +218° (chloroform); UV (methanol)λmax =240 nm (ε=15,200).

출처 및 근거

ORD 기록
ord-e003ab80d108448d8f011b245587c1fa
출처 데이터셋
uspto-grants-1990_10
특허 번호
USRE033364

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