Triethylamine → HCID 68613368、化合物

HRID 1877323ノート

反応式

HRID 1877323 の反応式
[CH2:1]([O:8][C:9]([CH:11]1[CH2:15][CH2:14][C:13](=[O:16])[NH:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N([CH2:22][CH3:23])CC)C>ClCCl>[CH2:1]([O:8][C:9]([N:12]1[C:13](=[O:16])[CH2:14][CH2:15][CH:11]1[C:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:10])=[O:10])[CH2:2][CH2:3][CH:22]=[CH2:23]

参加物

4

反応物 2

HCID 8471TriethylamineHCID 108474Benzyl 5-oxopyrrolidine-2-carboxylate

生成物 1

HCID 68613368HCID 68613368、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

At 0° C., to a stirring solution of 5.5 g of 5-Oxo-pyrrolidine-2-carboxylic acid benzyl ester (25 mmol), 4 mL of triethylamine, 3.3 g of N,N-dimethylaminopyridine (27 mmol) in 40 mL of dichloromethane, was added 4.1 g of 4-pentenyl-1-yl chloroformate (27.6 mmol). The reaction mixture was then warmed to rt, and stirred over weekend. After concentration, the resulting residue was dissolved in ethyl ether 120 mL, washed with 30 mL of 1.0 N aq. HCl, brine subsequently, dried over anhydrous sodium sulfate. The organic solvent was evaporated under reduced pressure, and the residue was purified by flash chromatography on silica gel using heptane/EtOAc (v/v 1/1), giving 7.3 g of colorless oil as intermediate 17-2 (88%). LC-MS: m/z=331.2 (ES+).

後処理

  1. concentrationAfter concentration
  2. dissolutionthe resulting residue was dissolved in ethyl ether 120 mL
  3. washwashed with 30 mL of 1.0 N aq. HCl, brine subsequently
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe organic solvent was evaporated under reduced pressure
  6. customthe residue was purified by flash chromatography on silica gel

出典と根拠

ORDレコード
ord-de85703c8ee94d8e8ba1a3505d2a8a69
出典データセット
uspto-grants-2012_11
特許番号
US08309685B2

反応ノート

読み込み中…