Methanol → Methyl 3-Amino-4-methoxybenzoate

반응식

[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[C:5]([OH:7])=[O:6].OS(O)(=O)=O.[CH3:18]O>>[CH3:18][O:6][C:5](=[O:7])[C:4]1[CH:8]=[CH:9][C:10]([O:11][CH3:12])=[C:2]([NH2:1])[CH:3]=1

참가 물질

반응물 3

HCID 887Methanol

HCID 1118Sulfuric Acid

HCID 178233-Amino-4-methoxybenzoic acid

생성물 1

HCID 2734814Methyl 3-Amino-4-methoxybenzoate수율 90%

실험 절차

3-amino-4-methoxy benzoic acid (40 g, 0.239 mol) was dissolved in methanol, H2SO4 (38.14 ml, 0.717 mol) was added dropwise thereto and refluxed for 12 hours. The resulting mixture was cooled to room temperature and concentrated under a reduced pressure to remove methanol, neutralized with NaHCO3, extracted with ethyl acetate, and the extract was concentrated under a reduced pressure. The resulting residue was purified by recrystallization from ethyl acetate/hexane to obtain the title compound (39 g, 0.215 mol) in a yield of 90%.

후처리

temperaturerefluxed for 12 hours
concentrationconcentrated under a reduced pressure
customto remove methanol
extractionextracted with ethyl acetate
concentrationthe extract was concentrated under a reduced pressure
customThe resulting residue was purified by recrystallization from ethyl acetate/hexane

출처 및 근거

ORD 기록: ord-56b670bf3a344ba1ad9a3b62c234d033
출처 데이터셋: uspto-grants-2007_02
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07179832B2

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