Isoxepac → 2-(6,11-Dihydrodibenz[b,e]oxepin-2-yl)ethanol

HRID 357259

반응식

HRID 357259 반응식
O=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[CH2:6][O:5][C:4]2[CH:13]=[CH:14][C:15]([CH2:17][C:18](O)=[O:19])=[CH:16][C:3]1=2>O1CCCC1>[CH:16]1[C:3]2[CH2:2][C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=3[CH2:6][O:5][C:4]=2[CH:13]=[CH:14][C:15]=1[CH2:17][CH2:18][OH:19]

참가 물질

3

반응물 1

HCID 41448Isoxepac

생성물 1

HCID 107287482-(6,11-Dihydrodibenz[b,e]oxepin-2-yl)ethanol수율 15.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 6,11-dihydro-11-oxodibenz[b,e]oxepin-2-acetic acid (100 g) in 450 ml dry tetrahydrofuran (THF) at -5° C. was treated with a 1M solution of boran-THF complex (373 ml in THF) under a nitrogen blanket. After stirring at ambient temperature for 72 hours, the reaction was quenched with methanol then diluted with water. Evaporation of the organic phase left an oily biphase which was basified with saturated sodium bicarbonate and extracted into dichloromethane. The organic phase was dried and evaporated to an oil which was purified by flash chromatography to give 14 g of 2-(6,11-dihydrodibenz[b,e]oxepin-2-yl)ethanol as an oil.

후처리

  1. customthe reaction was quenched with methanol
  2. additionthen diluted with water
  3. customEvaporation of the organic phase
  4. waitleft an oily biphase which
  5. extractionextracted into dichloromethane
  6. customThe organic phase was dried
  7. customevaporated to an oil which
  8. customwas purified by flash chromatography

출처 및 근거

ORD 기록
ord-177df3b30ccc470ea6504ea2584e3ab5
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05840749

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