Water → HCID 22795163, 화합물

HRID 1973737노트

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HRID 1973737 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 22795163HCID 22795163, 화합물수율 63.3%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-ce8a375cde5e4420abea5eb96e3232ff
출처 데이터셋
uspto-grants-1976_12
특허 번호
US03998829

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