Methanol → Methyl 4-Chloro-2-methylbenzoate

반응식

[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([CH3:11])[CH:3]=1.S(=O)(=O)(O)O.[OH-].[Na+].[CH3:19]O>>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([O:8][CH3:19])=[O:7])=[C:4]([CH3:11])[CH:3]=1

참가 물질

반응물 4

HCID 887Methanol

HCID 1118Sulfuric Acid

HCID 14798Sodium Hydroxide

HCID 3482694-Chloro-2-methylbenzoic acid

생성물 1

HCID 22349978Methyl 4-Chloro-2-methylbenzoate

반응 조건

온도: 70 °C

실험 절차

(Step 1) To a solution of 4-chloro-2-methylbenzoic acid (5.0 g) in methanol (40 ml) was added concentrated sulfuric acid at room temperature. The mixture was stirred at 70° C. for 3 hr, neutralized with 1N sodium hydroxide, and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate, and filtered. The solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate:hexane=1:19→3:7) to give methyl 4-chloro-2-methylbenzoate (5.05 g) as an oil.

후처리

extractionextracted with ethyl acetate
washThe organic layer was washed with saturated brine
dry with materialdried over magnesium sulfate
filtrationfiltered
customThe solvent was evaporated under reduced pressure
customThe residue was purified by silica gel chromatography (ethyl acetate:hexane=1:19→3:7)

출처 및 근거

ORD 기록: ord-74550971c4074f288ddf333d0a5df061
출처 데이터셋: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08481569B2

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