Methanol → Methyl 4-hydroxythiophene-2-carboxylate

반응식

S(Cl)(Cl)=O.[OH:5][C:6]1[CH:7]=[C:8]([C:11]([OH:13])=[O:12])[S:9][CH:10]=1.[CH3:14]O>>[OH:5][C:6]1[CH:7]=[C:8]([C:11]([O:13][CH3:14])=[O:12])[S:9][CH:10]=1

참가 물질

반응물 3

HCID 887Methanol

HCID 24386Thionyl Chloride

HCID 132779074-Hydroxythiophene-2-carboxylic acid

생성물 1

HCID 13277908Methyl 4-hydroxythiophene-2-carboxylate

실험 절차

Thionyl chloride (1.6 ml) was added dropwise to a methanol solution (20 ml) of 4-hydroxythiophene-2-carboxylic acid (1.1 g, 7.6 mmol) under ice cooling. The solution mixture was refluxed with heating for 5 hours. The reaction solution was cooled to room temperature, poured into ice water and extracted with ethyl acetate. The extraction solution with ethyl acetate was dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1) and concentrated/dried under reduced pressure to obtain methyl 4-hydroxythiophene-2-carboxylate (0.7 g) as white powder.

후처리

temperatureThe solution mixture was refluxed
temperaturewith heating for 5 hours
extractionextracted with ethyl acetate
dry with materialThe extraction solution with ethyl acetate was dried over magnesium sulfate
concentrationconcentrated under reduced pressure
customThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=4:1)
customconcentrated/dried under reduced pressure

출처 및 근거

ORD 기록: ord-ced317196d414c2fb17a3d74f0497f09
출처 데이터셋: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08598162B2

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