2,3,4,5-Tetrahydro-1-benzoxepin-5-one → 2,3,4,5-Tetrahydro-1-benzoxepin-5-ol

HRID 1613606ノート

反応式

HRID 1613606 の反応式
[O:1]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[C:5](=[O:12])[CH2:4][CH2:3][CH2:2]1.[BH4-].[Na+]>CO>[OH:12][CH:5]1[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[O:1][CH2:2][CH2:3][CH2:4]1

参加物

4

反応物 2

HCID 3155752,3,4,5-Tetrahydro-1-benzoxepin-5-oneHCID 4311764Sodium borohydride

生成物 1

HCID 3155762,3,4,5-Tetrahydro-1-benzoxepin-5-ol

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

121.9 g (0.752 mole) of 2,3-dihydro-1-benzoxepin-5(4H)-one are dissolved in 1,400 ml of methanol and, while stirring vigorously, 18.5 g (0.489 mole) of sodium borohydride are introduced in portions so that the temperature remains below 20° C. The mixture is subsequently stirred for 2 hours, most of the solvent is distilled off in vacuo, and the residue is taken up in ethyl acetate. The organic phase is washed with water, 1N potassium bisulfate solution, water and saturated sodium chloride solution and dried over sodium sulfate. The mixture is filtered, and the solvent is evaporated off in vacuo. The oil crystallizes after some time.

後処理

  1. customremains below 20° C
  2. stirringThe mixture is subsequently stirred for 2 hours, most of the solvent
  3. distillationis distilled off in vacuo
  4. washThe organic phase is washed with water, 1N potassium bisulfate solution, water and saturated sodium chloride solution
  5. dry with materialdried over sodium sulfate
  6. filtrationThe mixture is filtered
  7. customthe solvent is evaporated off in vacuo
  8. customThe oil crystallizes after some time

出典と根拠

ORDレコード
ord-1b27c75db8184c8fba6ba14389466d19
出典データセット
uspto-grants-1993_03
特許番号
US05194442

反応ノート

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