Methyl chloroformate → Dimethyl 2-(4-fluorobenzyl)piperidine-1,4-dicarboxylate

HRID 1963268노트

반응식

HRID 1963268 반응식
[F:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][CH:7]2[CH2:12][CH:11]([C:13]([O:15][CH3:16])=[O:14])[CH2:10][CH2:9][NH:8]2)=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C.[C:28](Cl)(=[O:31])[O:29][CH3:30]>C(Cl)Cl.C(Cl)(=O)OC>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH:7]2[CH2:12][CH:11]([C:13]([O:15][CH3:16])=[O:14])[CH2:10][CH2:9][N:8]2[C:28]([O:29][CH3:30])=[O:31])=[CH:17][CH:18]=1

참가 물질

6

반응물 3

HCID 6586Methyl chloroformateHCID 81531DiisopropylethylamineHCID 66731633HCID 66731633, 화합물

생성물 1

HCID 66735290Dimethyl 2-(4-fluorobenzyl)piperidine-1,4-dicarboxylate수율 95%

시약·촉매·용매 2

HCID 6586Methyl chloroformate촉매HCID 6344Dichloromethane용매

실험 절차

Methyl 2-(4-fluorobenzyl)piperidine-4-carboxylate (4.981 g, 19.82 mmol) was dissolved in DCM (150 mL) and DIPEA (4.14 mL, 23.79 mmol), then methyl carbonochloridate (1.873 mL, 23.79 mmol) was added. The solution was stirred at room temperature for 50 min. More methyl carbonochloridate (a few drops) were added and the reaction continued at room temperature for 1 h. The reaction mixture was washed with 0.1 M HCl and satd NaHCO3. The organic phase was passed through a phase separator and evaporated to yield dimethyl 2-(4-fluorobenzyl)piperidine-1,4-dicarboxylate (5.82 g, 95%) as a yellow oil. MS m/z 310 (M+H)+

후처리

  1. waitthe reaction continued at room temperature for 1 h
  2. washThe reaction mixture was washed with 0.1 M HCl
  3. customevaporated

출처 및 근거

ORD 기록
ord-9e4c0eaf21e74859b736c37e41ad6eb0
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08415378B2

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