Pyrrolidine → 2-Nitro-5-methoxy-6-chloro-beta-pyrrolidinostyrene

HRID 1898992노트

반응식

HRID 1898992 반응식
[Cl:1][C:2]1[C:7]([CH3:8])=[C:6]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:4][C:3]=1[O:12][CH3:13].CO[CH:16](OC)[N:17]([CH3:19])[CH3:18].N1CC[CH2:24][CH2:23]1>CN(C=O)C>[N+:9]([C:6]1[CH:5]=[CH:4][C:3]([O:12][CH3:13])=[C:2]([Cl:1])[C:7]=1[CH:8]=[CH:19][N:17]1[CH2:16][CH2:24][CH2:23][CH2:18]1)([O-:11])=[O:10]

참가 물질

5

반응물 3

HCID 31268PyrrolidineHCID 78373Dimethylformamide dimethyl acetalHCID 137023832-Chloro-1-methoxy-3-methyl-4-nitrobenzene

생성물 1

HCID 542523322-Nitro-5-methoxy-6-chloro-beta-pyrrolidinostyrene수율 75.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

After reaction of 2-chloro-3-methyl-4-nitroanisole (32.1 g, 159 mmol) with dimethylformamide dimethylacetal (22.6 g, 190 mmol) and pyrrolidine (13.4 g, 188 mmol) in DMF (150 ml) at 120°-140° C. for 1 hour under a slow current of nitrogen, the volatile components were removed under vacuum. To the residue was added dichloromethane (90 ml) and methanol (360 ml) and the solution was evaporated to about half its original volume by heating on a steam bath. After cooling, the solution was left refrigerated overnight to yield 2-nitro-5-methoxy-6-chloro-β-pyrrolidinostyrene as red crystals (33.9 g) m.p. 89°-92° C.

후처리

  1. customthe volatile components were removed under vacuum
  2. additionTo the residue was added dichloromethane (90 ml) and methanol (360 ml)
  3. customthe solution was evaporated to about half its original volume
  4. temperatureby heating on a steam bath
  5. temperatureAfter cooling

출처 및 근거

ORD 기록
ord-da2f1591cdbd42f69a65626ca2f86002
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05571833

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