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

HRID 1963244노트

반응식

HRID 1963244 반응식
[CH:1]1([O:7][CH2:8][CH:9]2[CH2:14][CH:13]([C:15]([O:17][CH3:18])=[O:16])[CH2:12][CH2:11][NH:10]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CCN(C(C)C)C(C)C.[C:28](Cl)(=[O:31])[O:29][CH3:30].[NH4+].[Cl-]>ClCCl>[CH:1]1([O:7][CH2:8][CH:9]2[CH2:14][CH:13]([C:15]([O:17][CH3:18])=[O:16])[CH2:12][CH2:11][N:10]2[C:28]([O:29][CH3:30])=[O:31])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

6

반응물 4

HCID 6586Methyl chloroformateHCID 25517Ammonium ChlorideHCID 81531DiisopropylethylamineHCID 59536562Methyl 2-(cyclohexyloxymethyl)piperidine-4-carboxylate

생성물 1

HCID 59536557Dimethyl 2-(cyclohexyloxymethyl)piperidine-1,4-dicarboxylate수율 97.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Methyl 2-(cyclohexyloxymethyl)piperidine-4-carboxylate (2.13 g, 8.34 mmol) was dissolved in dichloromethane (50 mL). DIPEA (2.034 mL, 11.68 mmol) and methyl carbonochloridate (0.788 mL, 10.01 mmol) were added and the mixture was stirred at room temperature for 3 h. 0.1 M NH4Cl was added and the aqueous layer was extracted with DCM. The combined organic layers were filtered through a phase separator and evaporated. Dimethyl 2-(cyclohexyloxymethyl)piperidine-1,4-dicarboxylate (2.54 g, 97%) was isolated. MS m/z 314 (M+H)+

후처리

  1. extractionthe aqueous layer was extracted with DCM
  2. filtrationThe combined organic layers were filtered through a phase separator
  3. customevaporated

출처 및 근거

ORD 기록
ord-bec1b2006e0441d4acdcc1aa8ba8d3af
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08415378B2

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