Water → 6-Benzofuranacetonitrile

HRID 1758261ノート

反応式

HRID 1758261 の反応式
Br[CH2:2][C:3]1[CH:11]=[CH:10][C:6]2[CH:7]=[CH:8][O:9][C:5]=2[CH:4]=1.[C-:12]#[N:13].[Na+].O>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.ClCCl>[O:9]1[C:5]2[CH:4]=[C:3]([CH2:2][C:12]#[N:13])[CH:11]=[CH:10][C:6]=2[CH:7]=[CH:8]1

参加物

6

反応物 3

HCID 962WaterHCID 8929Sodium CyanideHCID 2050997979444-77-2

生成物 1

HCID 126007356-Benzofuranacetonitrile収率 93.8%

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of 6-bromomethylbenzofuran (4.38 g, 0.021 mol), sodium cyanide (2.0 g, 0.041 mol), tetrabutylammonium bromide (0.42 g, 0.0013 mol), water (15 cm3) and dichloromethane (15 cm3) was stirred vigorously for 18 hr. The mixture was separated and the organic layer was washed with water, dried (Na2SO4), filtered and the solvent was removed. The residue was extracted with petroleum ether (b.p. 60°-80° C.), and the solvent was removed to give benzofuran-6-acetonitrile (3.09 g, 0.0197 mol), 93.7%) as an oil, t.l.c./silica/toluene, RF 0.21.

後処理

  1. customThe mixture was separated
  2. washthe organic layer was washed with water
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customthe solvent was removed
  6. extractionThe residue was extracted with petroleum ether (b.p. 60°-80° C.)
  7. customthe solvent was removed

出典と根拠

ORDレコード
ord-c05139bc217742158e9c12201ca87eb7
出典データセット
uspto-grants-1983_02
特許番号
US04372970

反応ノート

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