Water → 1-[2-(4-Phenoxyphenoxy)ethyl]pyrrolidine

HRID 863333

반응식

HRID 863333 반응식
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.Cl[CH2:17][CH2:18][N:19]1[CH2:23][CH2:22][CH2:21][CH2:20]1.CCOCC.O>CN(C=O)C>[O:1]([C:8]1[CH:9]=[CH:10][C:11]([O:14][CH2:17][CH2:18][N:19]2[CH2:23][CH2:22][CH2:21][CH2:20]2)=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 3283Diethyl EtherHCID 132544-PhenoxyphenolHCID 816681-(2-Chloroethyl)pyrrolidine hydrochloride

생성물 1

HCID 99939781-[2-(4-Phenoxyphenoxy)ethyl]pyrrolidine수율 92.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 4-phenoxyphenol (0.56 g, 3.0 mmol), 1-(2-chloroethyl)-pyrrolidine HCl (0.51 g, 3.0 mmol) and powdered K2 CO3 (1.2 g, 8.7 mmol) in 30 mL DMF was stirred at 80°-90° C. for 15 hours. The solution was cooled, poured into Et2O and water and the ether layer washed with water and brine, dried over Na2SO4 and concentrated in vacuo to give 0.79 g of a brown oil. The crude product was flashed chromatographed on silica gel using a gradient of 2:1 hexane/EtOAc to 100% EtOAc to provide the title compound (0.65 g, 76.5%) as a light yellow oil:

후처리

  1. temperatureThe solution was cooled
  2. washthe ether layer washed with water and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-f93b476cf09347448a0e0dc2dd20eee4
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05719306

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