反応 #1115648

ord-4a7a2bb46c28405bbbb74c3b69e1e581

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    濃縮The solution was concentrated
  2. 2
    その他the residue was partitioned between water and ethyl acetate
  3. 3
    洗浄The organic layer was washed with brine
  4. 4
    乾燥dried over magnesium sulfate
  5. 5
    ろ過filtered
  6. 6
    濃縮The filtrate was concentrated

実験手順

To a solution of 5-bromoindanone (2.2 g, 0.01 mol) in a mixture of methanol (50 mL) and tetrahydrofuran (10 mL) was added sodium borohydride (0.78 g, 0.02 mol) and the reaction mixture was stirred at room temperature overnight. The solution was concentrated and the residue was partitioned between water and ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and filtered. The filtrate was concentrated to give 2.15 g of crude material. 1H NMR (300 MHz, CDCl3) 6 ppm 157 (s, 1 H) 1.87-2.02 (m, 1 H) 2.40-2.59 (m, 1 H) 2.73-2.88 (m, 1 H) 2.95-3.11 (m, 1 H) 5.12-5.25 (m, 1 H) 7.29 (s, 1 H) 7.32-7.43 (m, 2 H). MS (ESI), m/z 416.0 (M+205)+.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08735595B2uspto-grants-2014_05