Triethylamine → HCID 68613368、化合物

HRID 1753694ノート

反応式

HRID 1753694 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-4d3fe1ff82884de3b2975bac2e9b4bf3
出典データセット
uspto-grants-2015_10
特許番号
US09163061B2

反応ノート

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