Acetyl chloride → Androstan-17-one, 3-(acetyloxy)-2,16-di-1-piperidinyl-, (2β,3α,5α,16β)-

HRID 36841ノート

反応式

HRID 36841 の反応式
[OH:1][C@@H:2]1[C@@H:19]([N:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)[CH2:18][C@@:17]2([CH3:26])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:16]2[CH2:15][CH2:14][C@@:12]2([CH3:13])[C@H:8]3[CH2:9][C@H:10]([N:28]3[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]3)[C:11]2=[O:27])[CH2:3]1.[C:34](Cl)(=[O:36])[CH3:35]>ClCCl>[C:34]([O:1][C@@H:2]1[C@@H:19]([N:20]2[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]2)[CH2:18][C@@:17]2([CH3:26])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:16]2[CH2:15][CH2:14][C@@:12]2([CH3:13])[C@H:8]3[CH2:9][C@H:10]([N:28]3[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]3)[C:11]2=[O:27])[CH2:3]1)(=[O:36])[CH3:35]

参加物

4

反応物 2

HCID 6367Acetyl chlorideHCID 1146563beta-Hydroxy-2beta,16beta-dipiperidino-5-alpha-androstan-17-one

生成物 1

HCID 22853572Androstan-17-one, 3-(acetyloxy)-2,16-di-1-piperidinyl-, (2β,3α,5α,16β)-

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of 40 g of (2β,3α,5α,16β)-3-hydroxy-2,16-di-(1-piperidinyl)-androstan-17-one in 160 ml of dichloromethane were added 13.5 ml of acetylchloride at 15°-20 ° C. The solution was stirred for 6 h at room temperature and thereafter evaporated to dryness. The residue was dissolved in toluene, the solution again evaporated to dryness and the residue dissolved in dichloromethane. The solution was washed with saturated aqueous sodium carbonate solution, with water and with saturated brine, dried over sodium sulphate, and evaporated to dryness to give 43.5 g of (2β,3α,5α,16β)-3-acetyloxy-2,16-di-(1-piperidinyl)androstan-17-one. Mp 154° C.

後処理

  1. customevaporated to dryness
  2. dissolutionThe residue was dissolved in toluene
  3. customthe solution again evaporated to dryness
  4. dissolutionthe residue dissolved in dichloromethane
  5. washThe solution was washed with saturated aqueous sodium carbonate solution, with water and with saturated brine
  6. dry with materialdried over sodium sulphate
  7. customevaporated to dryness

出典と根拠

ORDレコード
ord-bd8175091f0e4c5691795727be49dd1c
出典データセット
uspto-grants-1995_05
特許番号
US05418226

反応ノート

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