반응 #1784

ord-13eeac45e3ff4344b45ee3f41e200838

반응 방정식

CCOC(=O)c1cccnc1C(C)C
2-isopropyl-3-carboethoxypyridine
[Al+3].[H-].[H-].[H-].[H-].[Li+]
lithium aluminum hydride
CC(C)c1ncccc1CO
2-isopropyl-3-hydroxymethylpyridine

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도then cooled to 0° C.
  2. 2
    기타quenched with EtOAc (100 μL)
  3. 3
    여과The mixture was filtered
  4. 4
    기타the solvent was removed under reduced pressure
  5. 5
    workup.ADDITIONToluene was added
  6. 6
    기타the solvent was removed under reduced pressure

실험 절차

The 2-isopropyl-3-carboethoxypyridine (400 mg, 2 mmol) in distilled THF (50 mL) under nitrogen was cooled to 0° C. and lithium aluminum hydride (1M in THF) (2.07 mL) was added dropwise. The reaction was stirred for 18 hours at room temperature then cooled to 0° C. and quenched with EtOAc (100 μL), then H2O (100 μL), then 15% NaOH (100 μL), followed by H2O (300 μL). The mixture was filtered and the solvent was removed under reduced pressure. Toluene was added and the solvent was removed under reduced pressure to give the desired 2-isopropyl-3-hydroxymethylpyridine.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05726172uspto-grants-1998_03