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

HRID 223235ノート

反応式

HRID 223235 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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°.

後処理

  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

出典と根拠

ORDレコード
ord-7d26f9b283994fa1853c4d94a9a4487c
出典データセット
uspto-grants-1982_10
特許番号
US04352805

反応ノート

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