Methyl chloroformate → Methyl 3-ethynylpiperidine-1-carboxylate

HRID 1521936

반응식

HRID 1521936 반응식
[C:1]([CH:3]1[CH2:8][CH2:7][CH2:6][NH:5][CH2:4]1)#[CH:2].C(N(CC)CC)C.Cl[C:17]([O:19][CH3:20])=[O:18]>ClCCl.O>[C:1]([CH:3]1[CH2:8][CH2:7][CH2:6][N:5]([C:17]([O:19][CH3:20])=[O:18])[CH2:4]1)#[CH:2]

참가 물질

6

반응물 3

HCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 219638583-Ethynylpiperidine

생성물 1

HCID 90413562Methyl 3-ethynylpiperidine-1-carboxylate

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매2회

실험 절차

To a solution of Example 10A (500 mg, 4.58 mmol) in dichloromethane (10 mL) was added triethylamine (2.55 mL, 18.32 mmol) followed by methyl chloroformate (0.532 mL, 6.87 mmol) and the mixture was stirred at room temperature for 3 hours. The mixture was diluted with water and dichloromethane and the organic layer was separated and washed with water and brine. After drying over sodium sulfate, filtration, and concentration, the residue was purified by column chromatography (silica gel, 20% ethyl acetate in hexane) to afford the title compound. LCMS: 168.3 (M+H)+.

후처리

  1. customthe organic layer was separated
  2. washwashed with water and brine
  3. dry with materialAfter drying over sodium sulfate, filtration, and concentration
  4. customthe residue was purified by column chromatography (silica gel, 20% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-61c07fbdb47946fb967ec24b77ac5249
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073922B2

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