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

HRID 443568

反応式

HRID 443568 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 540718412-(7-Methoxybenzofuran-2-yl)acetonitrile収率 69%

試薬・触媒・溶媒 1

HCID 7809P-Xylene溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-e0139b248d0b49ca81f2a029ff22a260
出典データセット
uspto-grants-1981_04
特許番号
US04260761

関連ノート

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