Methanol → Methyl 1-(6-chloro-3-pyridinyl)cyclopropanecarboxylate

反応式

[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2([C:11]([OH:13])=[O:12])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[CH3:19]O>>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2([C:11]([O:13][CH3:19])=[O:12])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

参加物

反応物 3

HCID 887Methanol

HCID 1118Sulfuric Acid

HCID 592163081-(6-Chloropyridin-3-yl)cyclopropane-1-carboxylic acid

生成物 1

HCID 59216284Methyl 1-(6-chloro-3-pyridinyl)cyclopropanecarboxylate収率 93%

反応条件

温度: 80 °C

実験手順

A mixture of 1-(6-chloropyridin-3-yl)cyclopropanecarboxylic acid (2.0 g, 0.010 mol) and sulfuric acid (0.42 mL, 0.0079 mol) in methanol (30 mL) was stirred at 80° C. for 6 h. The mixture was cooled to RT and concentrated. The residue was dissolved in saturated sodium bicarbonate and extracted with ethyl acetate. The organic layers were washed with brine, dried with Na2SO4, filtered, and concentrated under reduced pressure to give a crude product (2.0 g, 93%). Analytical LCMS: (M+H)+=212.0.