反応 #4449

ord-e29bb60d5a354d0d869838cdbf5e9016

反応方程式

O=C(c1ccccc1)c1nc(-c2ccncc2)cs1
1-phenyl-1-[4-(4-pyridyl)-2-thiazolyl]methanone
[BH4-].[Na+]
sodium borohydride
OC(c1ccccc1)c1nc(-c2ccncc2)cs1
1-phenyl-1-[4-(4-pyridyl)-2-thiazolyl]methanol
収率 45.0%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    濃縮The reaction mixture was concentrated
  2. 2
    workup.ADDITIONdiluted with water
  3. 3
    抽出extracted with ether (3×25 mL)
  4. 4
    洗浄The combined extracts were washed with brine
  5. 5
    乾燥dried over magnesium sulfate
  6. 6
    濃縮concentrated
  7. 7
    その他chromatographed
  8. 8
    その他Recrystallization from hexane/ethyl acetate

実験手順

To a solution of 1-phenyl-1-[4-(4-pyridyl)-2-thiazolyl]methanone (675 g, 0.0025 mol) in methanol (40 mL) was added sodium borohydride (300 mg, 0.0079 mol) in portions and the mixture allowed to stir at room temperature for one hour. The reaction mixture was concentrated, diluted with water, and extracted with ether (3×25 mL). The combined extracts were washed with brine, dried over magnesium sulfate, concentrated, and chromatographed. Recrystallization from hexane/ethyl acetate afforded 1-phenyl-1-[4-(4-pyridyl)-2-thiazolyl]methanol (300 mg, 45%). mp. 146°-147° C.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US04725606uspto-grants-1988_02