Sodium Carbonate → 3-(4-Fluorophenacyl)-1-(2-hydroxyethyl)pyrrolidine

HRID 1461740노트

반응식

HRID 1461740 반응식
[F:1][C:2]1[CH:15]=[CH:14][C:5]([C:6](=[O:13])[CH2:7][CH:8]2[CH2:12][CH2:11][NH:10][CH2:9]2)=[CH:4][CH:3]=1.Br[CH2:17][CH2:18][OH:19].C(=O)([O-])[O-].[Na+].[Na+]>C(#N)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6](=[O:13])[CH2:7][CH:8]2[CH2:12][CH2:11][N:10]([CH2:17][CH2:18][OH:19])[CH2:9]2)=[CH:14][CH:15]=1

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 108982-BromoethanolHCID 110850303-(4-Fluorobenzoylmethyl)pyrrolidine

생성물 1

HCID 148827083-(4-Fluorophenacyl)-1-(2-hydroxyethyl)pyrrolidine

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 30.5 g of 3-(4-fluorophenacyl)pyrrolidine (Chem. Pharm. Bull., 1977, 25(8), p. 1911-1922), 19.4 g of 2-bromoethanol, 15.6 g of sodium carbonate and 400 ml of acetonitrile is heated to reflux for 6 hours. The mixture is concentrated, the residue is taken up in 150 ml of aqueous saline, the product is extracted 5 times with 150 ml of dichloromethane and this organic phase is dried over anhydrous sodium sulfate and concentrated. The oil obtained is purified by chromatography on 650 g of silica (70-230 mesh), using a mixture of dichloromethane, methanol and ammonia solution (96:4:0.4 V/V) as eluant. A colorless oil is obtained.

후처리

  1. temperatureis heated
  2. temperatureto reflux for 6 hours
  3. concentrationThe mixture is concentrated
  4. extractionthe product is extracted 5 times with 150 ml of dichloromethane
  5. dry with materialthis organic phase is dried over anhydrous sodium sulfate
  6. concentrationconcentrated
  7. customThe oil obtained
  8. customis purified by chromatography on 650 g of silica (70-230 mesh)
  9. additiona mixture of dichloromethane, methanol and ammonia solution (96:4:0.4 V/V) as eluant
  10. customA colorless oil is obtained

출처 및 근거

ORD 기록
ord-90163f3eb6c34aa0b7597b26a6cc43ae
출처 데이터셋
uspto-grants-1991_12
특허 번호
US05077288

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