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

HRID 1898992ノート

反応式

HRID 1898992 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 542523322-Nitro-5-methoxy-6-chloro-beta-pyrrolidinostyrene収率 75.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-da2f1591cdbd42f69a65626ca2f86002
出典データセット
uspto-grants-1996_11
特許番号
US05571833

反応ノート

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