2-Chloroethanol → 2-[(1,3,4,5-Tetrahydro-7,8-dimethoxy-2-benzoxepin-1-yl)methoxy]ethyl chloride

HRID 223235

반응식

HRID 223235 반응식
Br[CH2:2][CH:3]1[C:9]2[CH:10]=[C:11]([O:16][CH3:17])[C:12]([O:14][CH3:15])=[CH:13][C:8]=2[CH2:7][CH2:6][CH2:5][O:4]1.[Cl:18][CH2:19][CH2:20][OH:21].C(=O)([O-])[O-].[Ba+2]>C(O)C>[CH3:15][O:14][C:12]1[C:11]([O:16][CH3:17])=[CH:10][C:9]2[CH:3]([CH2:2][O:21][CH2:20][CH2:19][Cl:18])[O:4][CH2:5][CH2:6][CH2:7][C:8]=2[CH:13]=1

참가 물질

5

반응물 3

HCID 342-ChloroethanolHCID 10563Barium CarbonateHCID 126693281-Bromomethyl-1,3,4,5-tetrahydro-7,8-dimethoxy-2-benzoxepin

생성물 1

HCID 126693312-[(1,3,4,5-Tetrahydro-7,8-dimethoxy-2-benzoxepin-1-yl)methoxy]ethyl chloride

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 10.33 g (0.343 moles) of 1-bromomethyl-1,3,4,5-tetrahydro-7,8-dimethoxy-2-benzoxepin, 10 ml of 2-chloroethanol, and 6.77 g of barium carbonate is stirred at 90° for 46 hours. The reaction mixture is then cooled, ethanol is added, and the solids are removed by filtration. The filtrate is taken to dryness in vacuo and the resulting oil is extracted with methylene chloride and aqueous sodium bicarbonate. The organic layer is then taken to dryness and chromatographed on silica gel using 10 ethylacetate:Skellysolve B as eluent to give 4.18 g (41d) of 2-[(1,3,4,5-tetrahydro-7,8-dimethoxy-2-benzoxepin-1-yl)methoxy]ethyl chloride, m.p. 90°-91°.

후처리

  1. temperatureThe reaction mixture is then cooled
  2. customthe solids are removed by filtration
  3. extractionthe resulting oil is extracted with methylene chloride and aqueous sodium bicarbonate
  4. customchromatographed on silica gel using 10 ethylacetate

출처 및 근거

ORD 기록
ord-7d26f9b283994fa1853c4d94a9a4487c
출처 데이터셋
uspto-grants-1982_10
특허 번호
US04352805

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