3-Fluoro-4-hydroxybenzeneacetic acid → Methyl 2-(3-fluoro-4-hydroxyphenyl)acetate
反応式
[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]参加物
4
実験手順
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.
後処理
- 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)
出典と根拠
- ORDレコード
- ord-7e60a6359e424f16becd7cc037e0ee9c
- 出典データセット
- uspto-grants-2013_07
- 特許番号
- US08492437B2
反応ノート
読み込み中…