Acrylonitrile → 3-(2,3-Dihydrobenzofuran-5-yloxy)propionitrile

HRID 1378342ノート

反応式

HRID 1378342 の反応式
[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1.[C:11](#[N:14])[CH:12]=[CH2:13]>CO>[O:9]1[C:5]2[CH:4]=[CH:3][C:2]([O:1][CH2:13][CH2:12][C:11]#[N:14])=[CH:10][C:6]=2[CH2:7][CH2:8]1

参加物

4

反応物 2

HCID 7855AcrylonitrileHCID 111263112,3-Dihydro-5-hydroxybenzo(b)furan

生成物 1

HCID 229113523-(2,3-Dihydrobenzofuran-5-yloxy)propionitrile

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

40.8 g of 2,3-dihydro-5-hydroxybenzofuran (the synthesis of which is described in Synthesis 1988, 950-952), 3 ml of a 40% solution of Triton B in methanol and 200 ml of freshly distilled acrylonitrile are mixed at room temperature. The mixture is heated at reflux for 46 hours, then the acrylonitrile is evaporated off as far as possible. The residue is taken up in ethyl acetate, washed with 2N sodium hydroxide solution, N hydrochloric acid and water. The organic phase, dried over magnesium sulphate, is concentrated in vacuo, and then the residue is recrystallised from 300 ml of isopropanol to yield 38 g of the desired compound.

後処理

  1. temperatureThe mixture is heated
  2. temperatureat reflux for 46 hours
  3. customthe acrylonitrile is evaporated off as far as possible
  4. washwashed with 2N sodium hydroxide solution, N hydrochloric acid and water
  5. dry with materialThe organic phase, dried over magnesium sulphate
  6. concentrationis concentrated in vacuo
  7. customthe residue is recrystallised from 300 ml of isopropanol

出典と根拠

ORDレコード
ord-4ac8abae8d294bfebb708fd49f4acebe
出典データセット
uspto-grants-1997_09
特許番号
US05668142

反応ノート

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