반응 #161260
ord-0f9239d2c6e646b1987203a9751779f1
반응 조건
상세 조건
See reaction.notes.procedure_details.
후처리
- 1온도The reaction mixture was refluxed for 2 h
- 2추출extracted with EtOAc
- 3세척The combined organic layers were washed with brine
- 4건조dried over MgSO4
- 5여과After filtration
- 6농축the filtrate was concentrated
실험 절차
To a solution of methyl 2-tert-butyl-5-aminobenzoate (159 mg, 0.72 mmol) in THF (5 mL) was added dropwise LiAlH4 (1.4 mL, 1M in THF, 1.4 mmol) at 0° C. The reaction mixture was refluxed for 2 h, diluted with H2O and extracted with EtOAc. The combined organic layers were washed with brine and dried over MgSO4. After filtration, the filtrate was concentrated to give (2-tert-butyl-5-aminophenyl)methanol (E-8) (25 mg, 20%), which was used without further purification. 1H NMR (400 MHz, CDCl3) δ 7.17 (d, J=8.5 Hz, 1H), 6.87 (d, J=2.6 Hz, 1H), 6.56 (dd, J=8.4, 2.7 Hz, 1H), 4.83 (s, 2H), 1.36 (s, 9H).