Ammonium formate → 2-Tert-butyl-5-amino-4-fluorophenol
反応式
[C:1]([C:5]1[CH:10]=[C:9]([F:11])[C:8]([N+:12]([O-])=O)=[CH:7][C:6]=1[OH:15])([CH3:4])([CH3:3])[CH3:2].C([O-])=O.[NH4+]>CCO.[Pd]>[C:1]([C:5]1[CH:10]=[C:9]([F:11])[C:8]([NH2:12])=[CH:7][C:6]=1[OH:15])([CH3:4])([CH3:2])[CH3:3]参加物
5
実験手順
To a refluxing solution of 2-tert-butyl-4-fluoro-5-nitrophenol (400 mg, 1.88 mmol) and ammonium formate (400 mg, 6.1 mmol) in EtOH (20 mL) was added 5% Pd—C (260 mg). The mixture was refluxed for additional 1 h, cooled and filtered through Celite. The solvent was removed by evaporation to give 2-tert-butyl-5-amino-4-fluorophenol (C-7) (550 mg, 83%). 1H NMR (400 MHz, DMSO-d6) δ 8.83 (br s, 1H), 6.66 (d,J=13.7 Hz, 1H), 6.22 (d,J=8.5 Hz, 1H), 4.74 (br s, 2H), 1.26 (s, 9H); HPLC ret. time 2.58 min, 10-99% CH3CN, 5 min run; ESI-MS 184.0 m/z (MH+).
後処理
- temperatureThe mixture was refluxed for additional 1 h
- temperaturecooled
- filtrationfiltered through Celite
- customThe solvent was removed by evaporation
出典と根拠
- ORDレコード
- ord-899ebbb1a26a4d069ea244169b456ee6
- 出典データセット
- uspto-grants-2012_01
- 特許番号
- US08101767B2
反応ノート
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