Acetyl chloride → 4-Chloro-2-methyl-1-oxo-1lambda~5~-pyridine

반응식

[CH3:1][C:2]1[CH:7]=[C:6]([N+]([O-])=O)[CH:5]=[CH:4][N+:3]=1[O-:11].C([Cl:15])(=O)C.C(=O)([O-])[O-].[Na+].[Na+]>>[Cl:15][C:6]1[CH:5]=[CH:4][N+:3]([O-:11])=[C:2]([CH3:1])[CH:7]=1

참가 물질

반응물 3

HCID 6367Acetyl chloride

HCID 10340Sodium Carbonate

HCID 95291Pyridine, 2-methyl-4-nitro-, 1-oxide

생성물 1

HCID 122118014-Chloro-2-methyl-1-oxo-1lambda~5~-pyridine수율 32.7%

실험 절차

15.4 g (0.1 mol) of 2-methyl-4-nitropyridine 1-oxide was added to 78.5 g (1 mol) of acetyl chloride at -10° C. The obtained mixture was stirred under cooling with ice for 0.5 hour. After the completion of the reaction, 300 ml of ice-water was added to the reaction mixture. The obtained mixture was neutralized with sodium carbonate and extracted with chloroform. The extract was dried over magnesium sulfate and filtered. The filtrate was concentrated under a reduced pressure and purified by silica gel column chromatography (ethyl acetate/n-hexane/methanol) to obtain 4.7 g of the title compound.

후처리

temperatureunder cooling with ice for 0.5 hour
additionwas added to the reaction mixture
extractionextracted with chloroform
dry with materialThe extract was dried over magnesium sulfate
filtrationfiltered
concentrationThe filtrate was concentrated under a reduced pressure
custompurified by silica gel column chromatography (ethyl acetate/n-hexane/methanol)

출처 및 근거

ORD 기록: ord-743aec568dbb4f9fb0d7ff56d8c684aa
출처 데이터셋: uspto-grants-1998_11
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05840910

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