Pyridine → 1-(Mesyloxymethyl)cyclohexanecarboxaldehyde

HRID 2229507

반응식

HRID 2229507 반응식
[OH:1][CH2:2][C:3]1([CH:9]=[O:10])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.[CH3:11][S:12](Cl)(=[O:14])=[O:13].N1C=CC=CC=1>C(Cl)Cl>[S:12]([O:10][CH2:9][C:3]1([CH:2]=[O:1])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1)([CH3:11])(=[O:14])=[O:13]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 131063971-(Hydroxymethyl)-cyclohexanecarboxaldehyde

생성물 1

HCID 223252611-(Mesyloxymethyl)cyclohexanecarboxaldehyde수율 77.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a cold (0° C.) mixture of alcohol 54 (75 g, 0.54 mole) and 65.29 g (0.57 mole) of methanesulfonyl chloride in 80 ml of methylene chloride was added a solution of pyridine (47.96 g, 0.57 mole) in 40 ml of methylene chloride. The reaction mixture was stirred at room temperature for 18 h then quenched with water, acidified with conc. HCl and extracted with methylene chloride. The organic layer was washed with water, brine, and dried over sodium sulfate and concentrated under vacuum to give 91.63 g (77.8%) of thick oil. Proton NMR and mass spectra were consistent with the product.

후처리

  1. customthen quenched with water
  2. extractionextracted with methylene chloride
  3. washThe organic layer was washed with water, brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-390c33638e9a49ee97f930397ddfdeae
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06420417B1

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