Guaiacol → 1-Pyrrolidinecarboxylic acid, 2-oxo-, 2-methoxyphenyl ester

HRID 847219ノート

反応式

HRID 847219 の反応式
[C:1](Cl)(Cl)=[O:2].[CH3:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[OH:13].N1C=CC=CC=1.C[Si](C)(C)[N:22]1[CH2:26][CH2:25][CH2:24][C:23]1=[O:27]>C1C=CC=CC=1>[CH3:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[O:13][C:23]([N:22]1[CH2:26][CH2:25][CH2:24][C:1]1=[O:2])=[O:27]

参加物

6

反応物 4

HCID 460GuaiacolHCID 1049PyridineHCID 6371PhosgeneHCID 844611-(Trimethylsilyl)pyrrolidin-2-one

生成物 1

HCID 98160981-Pyrrolidinecarboxylic acid, 2-oxo-, 2-methoxyphenyl ester

試薬・触媒・溶媒 1

HCID 241Benzene溶媒4 回

実験手順

To a solution of phosgen (6.27 g, 63.3 mmol) in anhydrous benzene (30 ml) was dropwise added under ice-cooling a solution of 2-methoxyphenol (7.86 g, 63.3 mmol) and purified pyridine (5.00 g, 63.3 mmol) in anhydrous benzene (20 ml). The mixture was stirred overnight at room temperature. From a reaction solution were separated white precipitates by filtration, and a filtrate was evaporated under reduced pressure to give a colorless oily material. The oily material was dissolved in anhydrous benzene (20 ml), to which was added a solution of 1-trimethylsilyl-2-pyrrolidinone (9.66 g, 63.3 mmol) in anhydrous benzene (10 ml). The mixture was stirred at room temperature for 30 min. The reaction mixture was evaporated under reduced pressure to dryness to give a solid material. The desired product was separated using column chromatography on silica gel (eluted with benzene-acetone 20:1→1:1).

後処理

  1. customFrom a reaction solution were separated white
  2. customprecipitates by filtration
  3. customa filtrate was evaporated under reduced pressure
  4. customto give a colorless oily material
  5. stirringThe mixture was stirred at room temperature for 30 min
  6. customThe reaction mixture was evaporated under reduced pressure to dryness
  7. customto give a solid material
  8. customThe desired product was separated

出典と根拠

ORDレコード
ord-34a046a3a8834c87ae5213a3f7b562c3
出典データセット
uspto-grants-1992_08
特許番号
US05140041

反応ノート

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