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

HRID 233477노트

반응식

HRID 233477 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2a7e4a46a8ef4b418e4b9bddd3ee5125
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05593989

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