Oxalyl chloride → 2-Methylcyclohexanecarbonyl chloride

HRID 2204457노트

반응식

HRID 2204457 반응식
[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[C:8]([OH:10])=O.C(Cl)(=O)C([Cl:14])=O>C(Cl)Cl.CN(C=O)C>[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[C:8]([Cl:14])=[O:10]

참가 물질

5

반응물 2

HCID 65578Oxalyl chlorideHCID 858112-Methylcyclohexanecarboxylic acid

생성물 1

HCID 27598372-Methylcyclohexanecarbonyl chloride수율 102.3%

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-methylcyclohexanecarboxylic acid (6.00 mL, 42.6 mmol, mixture of cis and trans) in DCM (60 mL) was added oxalyl chloride (4.80 mL, 55.3 mmol) followed by DMF (0.03 mL, 0.4 mmol). The reaction mixture was stirred at ambient temperature for about 4 h before it was concentrated under reduced pressure to constant weight to afford 2-methylcyclohexanecarbonyl chloride (mixture of diastereomers) as a yellow oil (7.0 g, 97%): 1H NMR (400 MHz, CDCl3) δ 2.98-2.94 (m, 1H), 2.39-2.35 (m, 1H), 1.91-1.82 (m, 1H), 1.79-1.72 (m, 1H), 1.69-1.60 (m, 2H), 1.57-1.47 (m, 2H), 1.42-1.36 (m, 1H), 1.34-1.26 (m, 1H), 1.04-0.96 (m, 3H).

후처리

  1. concentrationwas concentrated under reduced pressure to constant weight

출처 및 근거

ORD 기록
ord-53637888526143f384cf31a59bb0de1c
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09365579B2

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