Methyl chloroformate → Dimethyl 2-(2,5-difluorobenzyl)piperidine-1,4-dicarboxylate

HRID 1963311노트

반응식

HRID 1963311 반응식
[F:1][C:2]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:3]=1[CH2:4][CH:5]1[CH2:10][CH:9]([C:11]([O:13][CH3:14])=[O:12])[CH2:8][CH2:7][NH:6]1.CCN(C(C)C)C(C)C.[C:29](Cl)(=[O:32])[O:30][CH3:31]>C(Cl)Cl>[F:1][C:2]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:3]=1[CH2:4][CH:5]1[CH2:10][CH:9]([C:11]([O:13][CH3:14])=[O:12])[CH2:8][CH2:7][N:6]1[C:29]([O:30][CH3:31])=[O:32]

참가 물질

5

반응물 3

HCID 6586Methyl chloroformateHCID 81531DiisopropylethylamineHCID 66731652HCID 66731652, 화합물

생성물 1

HCID 66734456Dimethyl 2-(2,5-difluorobenzyl)piperidine-1,4-dicarboxylate수율 100.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of methyl 2-(2,5-difluorobenzyl)piperidine-4-carboxylate (6.65 g, 24.69 mmol) in DCM (100 mL) and DIPEA (5.16 mL, 29.63 mmol) was added methyl carbonochloridate (2.53 mL, 32.10 mmol) dropwise at room temperature under nitrogen. The reaction mixture was stirred at room temperature for 1 h. The reaction was quenched with 0.15 M HCl (250 mL). The organic phase was separated, washed with satd NaHCO3, dried using a phase separator and evaporated to yield dimethyl 2-(2,5-difluorobenzyl)piperidine-1,4-dicarboxylate (8.1 g, 100%). MS m/z 328 (M+H)+

후처리

  1. customThe reaction was quenched with 0.15 M HCl (250 mL)
  2. customThe organic phase was separated
  3. washwashed with satd NaHCO3
  4. customdried
  5. customevaporated

출처 및 근거

ORD 기록
ord-85bee873ae75481ebb7a13eca800befe
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08415378B2

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