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

HRID 1963147
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인쇄 미리보기

반응식

HRID 1963147 반응식
[F:1][C:2]([F:20])([F:19])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][CH:13]([C:15]([O:17][CH3:18])=[O:16])[CH2:12][CH2:11][NH:10]2)=[CH:5][CH:4]=1.CCN(C(C)C)C(C)C.[C:30](Cl)(=[O:33])[O:31][CH3:32]>C(Cl)Cl>[F:20][C:2]([F:19])([F:1])[C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH2:14][CH:13]([C:15]([O:17][CH3:18])=[O:16])[CH2:12][CH2:11][N:10]2[C:30]([O:31][CH3:32])=[O:33])=[CH:7][CH:8]=1
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참가 물질

5

반응물 3

HCID 6586Methyl chloroformateHCID 81531DiisopropylethylamineHCID 667318002-(4-Trifluoromethyl-phenyl)-piperidine-4-carboxylic acid methyl ester

생성물 1

HCID 66734728Dimethyl 2-(4-(trifluoromethyl)phenyl)piperidine-1,4-dicarboxylate수율 101.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Methyl 2-(4-(trifluoromethyl)phenyl)piperidine-4-carboxylate (4.973 g, 17.31 mmol) was dissolved in DCM (100 mL) and DIPEA (3.62 mL, 20.77 mmol) added followed by methyl carbonochloridate (1.636 mL, 20.77 mmol). The solution was stirred at room temperature for 1 h 45 min. 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 crude dimethyl 2-(4-(trifluoromethyl)phenyl)piperidine-1,4-dicarboxylate (6.05 g, 101%) as a brown oil. MS m/z 346 (M+H)+

후처리

  1. washThe reaction mixture was washed with 0.1 M HCl
  2. customevaporated

출처 및 근거

ORD 기록
ord-ef086c98d9154fe091ab841360477f90
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08415378B2

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