3-Fluoro-4-hydroxybenzeneacetic acid → Methyl 2-(3-fluoro-4-hydroxyphenyl)acetate
반응식
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([OH:12])=[O:11])[CH:5]=[CH:6][C:7]=1[OH:8].[Si](C=[N+]=[N-])(C)(C)[CH3:14]>C1COCC1.CO>[F:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([O:12][CH3:14])=[O:11])[CH:5]=[CH:6][C:7]=1[OH:8]참가 물질
4
실험 절차
2-(3-Fluoro-4-hydroxyphenyl)acetic acid (1.0 g, 5.88 mmol) was diluted with THF:MeOH (3:1) (10 mL) followed by the addition of TMSCHN2 (5.88 ml, 11.8 mmol). After stirring for 1 hour, the reaction was quenched with 2N HCl and diluted with DCM. The layers were separated and the organic layer was dried over MgSO4, filtered and concentrated. The material was purified by silica gel chromatography, eluting with hexanes:ethyl acetate (2:1) to yield methyl 2-(3-fluoro-4-hydroxyphenyl)acetate (700 mg, 64.7% yield) as a clear oil.
후처리
- customthe reaction was quenched with 2N HCl
- additiondiluted with DCM
- customThe layers were separated
- dry with materialthe organic layer was dried over MgSO4
- filtrationfiltered
- concentrationconcentrated
- customThe material was purified by silica gel chromatography
- washeluting with hexanes:ethyl acetate (2:1)
출처 및 근거
- ORD 기록
- ord-7e60a6359e424f16becd7cc037e0ee9c
- 출처 데이터셋
- uspto-grants-2013_07
- 특허 번호
- US08492437B2
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