Water → HCID 22795163、化合物

HRID 1973737ノート

反応式

HRID 1973737 の反応式
Cl[CH2:2][CH2:3][C:4](=[O:26])[C@@H:5]1[C@:22]2([CH3:23])[C@H:8]([C@H:9]3[C@H:19]([C:20](=[O:24])[CH2:21]2)[C@:17]2([CH3:18])[C@H:12]([CH2:13][C@H:14]([OH:25])[CH2:15][CH2:16]2)[CH2:11][CH2:10]3)[CH2:7][CH2:6]1.[C:27]1(=[O:37])[NH:31][C:30](=[O:32])[C:29]2=[CH:33][CH:34]=[CH:35][CH:36]=[C:28]12.[K].O>CC(C)=O>[OH:25][C@@H:14]1[CH2:15][CH2:16][C@@:17]2([CH3:18])[C@@H:12]([CH2:11][CH2:10][C@@H:9]3[C@@H:19]2[C:20](=[O:24])[CH2:21][C@@:22]2([CH3:23])[C@H:8]3[CH2:7][CH2:6][C@@H:5]2[C:4](=[O:26])[CH2:3][CH2:2][N:31]2[C:27](=[O:37])[C:28]3=[CH:36][CH:35]=[CH:34][CH:33]=[C:29]3[C:30]2=[O:32])[CH2:13]1

参加物

5

反応物 3

HCID 962WaterHCID 24194345Phthalimide potassium saltHCID 8673430721-Chloromethyl-3alpha-hydroxy-5alpha-pregnane-11,20-dione

生成物 1

HCID 22795163HCID 22795163、化合物収率 63.3%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

21-Chloromethyl-3α-hydroxy-5α-pregnane-11,20-dione (600 mg) in acetone was treated at reflux with potassium phthalimide (600 mg) for 10 hours, poured into water and the oily precipitate extracted into ether. The extracts were washed with water, dried over anhydrous sodium sulphate and evaporated to a white foam (700 mg). Purification by preparative t.l.c. in ethyl acetate/petrol (1:1) gave a foam which on trituration with ether gave title compound (490 mg) as a white solid m.p. 187°-189° [α]D + 58.8° (c = 0.97).

後処理

  1. extractionthe oily precipitate extracted into ether
  2. washThe extracts were washed with water
  3. dry with materialdried over anhydrous sodium sulphate
  4. customevaporated to a white foam (700 mg)
  5. customPurification by preparative t.l.c
  6. customin ethyl acetate/petrol (1:1) gave a foam which on trituration with ether

出典と根拠

ORDレコード
ord-ce8a375cde5e4420abea5eb96e3232ff
出典データセット
uspto-grants-1976_12
特許番号
US03998829

反応ノート

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