Pyridine → 3-(Chloromethoxycarbonyl) Cholesterol

HRID 1406

반응식

HRID 1406 반응식
Cl[C:2]([O:4][CH2:5][Cl:6])=[O:3].[CH3:7][CH:8]([CH2:10][CH2:11][CH2:12][C@H:13]([C@@H:15]1[C@:33]2([CH3:34])[C@H:18]([C@H:19]3[C@H:30]([CH2:31][CH2:32]2)[C@:28]2([CH3:29])[C:22]([CH2:23][C@H:24]([CH2:26][CH2:27]2)[OH:25])=[CH:21][CH2:20]3)[CH2:17][CH2:16]1)[CH3:14])[CH3:9].N1C=CC=CC=1>C(Cl)Cl>[Cl:6][CH2:5][O:4][C:2]([C@:24]1([OH:25])[CH2:26][CH2:27][C@@:28]2([CH3:29])[C:22](=[CH:21][CH2:20][C@@H:19]3[C@@H:30]2[CH2:31][CH2:32][C@@:33]2([CH3:34])[C@H:18]3[CH2:17][CH2:16][C@@H:15]2[C@H:13]([CH3:14])[CH2:12][CH2:11][CH2:10][CH:8]([CH3:9])[CH3:7])[CH2:23]1)=[O:3]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 5997CholesterolHCID 62754Chloromethyl chloroformate

생성물 1

HCID 571798753-(Chloromethoxycarbonyl) Cholesterol

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Chloromethyl chloroformate (1.96 g, 15.2 mmol) and cholesterol (5.0 g, 12.9 mmol) was dissolved in CH2Cl2 (10 ml). The solution was cooled. Pyridine (1.21 g, 15.3 mmol) was dripped into the stirred solution over 5 minutes. Heat was produced and the reaction gave a clear solution from a somewhat unclear starting solution. After 24 hours at room temperature, the mixture was diluted with CH2Cl2 (50 ml), washed with 0.5M HCl (50 ml) and water (3×25 ml). After treatment with MgSO4, the solution was evaporated to dryness.

후처리

  1. temperatureThe solution was cooled
  2. temperatureHeat
  3. customwas produced
  4. customthe reaction gave a clear solution from
  5. washwashed with 0.5M HCl (50 ml) and water (3×25 ml)
  6. customAfter treatment with MgSO4, the solution was evaporated to dryness

출처 및 근거

ORD 기록
ord-169f88b27a294c15b3d94e8de0e682c6
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05725840

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