2,3,4,5-Tetrahydro-1-benzoxepin-5-ol → 2,3-Dihydrobenzo[b]oxepine

HRID 1613607노트

반응식

HRID 1613607 반응식
O[CH:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[O:6][CH2:5][CH2:4][CH2:3]1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[O:6]1[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[CH:2]=[CH:3][CH2:4][CH2:5]1

참가 물질

4

반응물 2

HCID 3155762,3,4,5-Tetrahydro-1-benzoxepin-5-olHCID 521998p-Toluenesulfonic acid monohydrate

생성물 1

HCID 2567432,3-Dihydrobenzo[b]oxepine수율 93.2%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

800 ml of toluene are poured over 53 g (0.323 mole) of 5-hydroxy-2,3,4,5-tetrahydro-1-benzoxepin and, with addition of 3.7 g of p-toluenesulfonic acid monohydrate, the mixture is refluxed with a water trap for 1.5 hours. The cold organic phase is washed with saturated sodium bicarbonate solution, water and sodium chloride solution, and the solvent is evaporated off in vacuo. Kugelrohr distillation at 30°-35° C./0.008 torr results in 44 g of oil. p 1H NMR (60 MHz/CDCl3): δ=7.23-6.70 (m, 4H); δ=6.30 (m, 1H); δ=6.07-5.70 (m, 1H); δ=4.20 (t, J=5 Hz, 2H); δ=2.63 (m, 2H).

후처리

  1. temperaturethe mixture is refluxed with a water trap for 1.5 hours
  2. washThe cold organic phase is washed with saturated sodium bicarbonate solution, water and sodium chloride solution
  3. customthe solvent is evaporated off in vacuo
  4. distillationKugelrohr distillation at 30°-35° C./0.008 torr

출처 및 근거

ORD 기록
ord-ce587cc7bc8b47cfb12635ddaa4c4cfe
출처 데이터셋
uspto-grants-1993_03
특허 번호
US05194442

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