Triethylamine → HCID 68613368, 화합물

HRID 1753694노트

반응식

HRID 1753694 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 68613368HCID 68613368, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-4d3fe1ff82884de3b2975bac2e9b4bf3
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09163061B2

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