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

HRID 1613606노트

반응식

HRID 1613606 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1b27c75db8184c8fba6ba14389466d19
출처 데이터셋
uspto-grants-1993_03
특허 번호
US05194442

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