(Triphenylphosphoranylidene)acetonitrile → 2-(7-Methoxybenzofuran-2-yl)acetonitrile

HRID 443568

반응식

HRID 443568 반응식
[CH3:1][O:2][C:3]1[C:11]2[O:10][CH2:9][C:8](=O)[C:7]=2[CH:6]=[CH:5][CH:4]=1.[C:13]([CH:15]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)#[N:14]>CC1C=CC(C)=CC=1>[CH3:1][O:2][C:3]1[C:11]2[O:10][C:9]([CH2:15][C:13]#[N:14])=[CH:8][C:7]=2[CH:6]=[CH:5][CH:4]=1

참가 물질

4

반응물 2

HCID 85524(Triphenylphosphoranylidene)acetonitrileHCID 28181127-Methoxybenzofuran-3(2H)-one

생성물 1

HCID 540718412-(7-Methoxybenzofuran-2-yl)acetonitrile수율 69%

시약·촉매·용매 1

HCID 7809P-Xylene용매

실험 절차

A mixture of 14.16 g of 7-methoxy-3-benzofuranone, 39.4 g of cyanomethylenetriphenylphosphorane and 70 ml of p-xylene was heated at reflux under nitrogen for 16 hours. The solvent was removed, the solid washed repeatedly with ether and the product obtained on removal of the solvent from the ether washings sublimed (145° bath, 1 micron). Crystallization of the sublimate from 20 ml of isopropyl alcohol gave 11.06 g (69% yield) of 7-methoxy-3-benzofuranacetonitrile. Nmr spectrum (in CDCl3): τ2.4 (t, J=1-2 Hz, 1); 2.8-3.3 (m, 3); 6.0 (s, 3) and 6.3 (d, J=1-2 Hz, 2).

후처리

  1. temperaturewas heated
  2. temperatureat reflux under nitrogen for 16 hours
  3. customThe solvent was removed
  4. washthe solid washed repeatedly with ether
  5. customthe product obtained on removal of the solvent from the ether washings sublimed (145° bath, 1 micron)
  6. customCrystallization of the sublimate from 20 ml of isopropyl alcohol

출처 및 근거

ORD 기록
ord-e0139b248d0b49ca81f2a029ff22a260
출처 데이터셋
uspto-grants-1981_04
특허 번호
US04260761

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