Hydrogen Bromide → 2alpha-Bromo-5alpha-cholestan-3-one

HRID 839766ノート

反応式

HRID 839766 の反応式
[CH3:1][CH:2]([CH2:4][CH2:5][CH2:6][C@H:7]([C@@H:9]1[C@:26]2([CH3:27])[C@H:12]([C@H:13]3[C@H:23]([CH2:24][CH2:25]2)[C@:21]2([CH3:22])[C@H:16]([CH2:17][C:18](=[O:28])[CH2:19][CH2:20]2)[CH2:15][CH2:14]3)[CH2:11][CH2:10]1)[CH3:8])[CH3:3].CCOCC.[BrH:34].BrBr>C(O)(=O)C.C(Cl)Cl>[Br:34][C@@H:19]1[CH2:20][C@@:21]2([CH3:22])[C@@H:16]([CH2:15][CH2:14][C@@H:13]3[C@@H:23]2[CH2:24][CH2:25][C@@:26]2([CH3:27])[C@H:12]3[CH2:11][CH2:10][C@@H:9]2[C@H:7]([CH3:8])[CH2:6][CH2:5][CH2:4][CH:2]([CH3:1])[CH3:3])[CH2:17][C:18]1=[O:28]

参加物

7

反応物 4

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 24408BromineHCID 921285alpha-Cholestan-3-one

生成物 1

HCID 2238572alpha-Bromo-5alpha-cholestan-3-one

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒3 回HCID 6344Dichloromethane溶媒

実験手順

50 g. of 5α-cholestan-3-one is dissolved in 750 ml. of acetic acid and 5000 ml. of ether, combined with 1 ml. of hydrobromic acid in acetic acid (37% strength), and gradually added dropwise to a solution of 22 g. of bromine in 50 ml. of acetic acid. The mixture is agitated for another 30 minutes, diluted with methylene chloride, and washed in succession with water, sodium bicarbonate solution, and water. After drying and evaporation, 61.5 g. of crude 2α-bromo-5α-cholestan-3-one is obtained.

後処理

  1. washwashed in succession with water, sodium bicarbonate solution, and water
  2. customAfter drying
  3. customevaporation, 61.5 g

出典と根拠

ORDレコード
ord-c02d6ab0dfc34c0f8151e296a519c6db
出典データセット
uspto-grants-1978_06
特許番号
US04097334

反応ノート

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