Sodium Cyanide → Methyl 1-cyanoindan-4-carboxylate

HRID 1606723ノート

反応式

HRID 1606723 の反応式
Cl[CH:2]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([C:11]([O:13][CH3:14])=[O:12])[C:5]=2[CH2:4][CH2:3]1.[C-:15]#[N:16].[Na+]>CS(C)=O>[C:15]([CH:2]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([C:11]([O:13][CH3:14])=[O:12])[C:5]=2[CH2:4][CH2:3]1)#[N:16]

参加物

4

反応物 2

HCID 8929Sodium CyanideHCID 20310089Methyl 1-chloroindan-4-carboxylate

生成物 1

HCID 12422074Methyl 1-cyanoindan-4-carboxylate

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

In 80 ml. of dimethylsulfoxide is dissolved 15 g. of methyl 1-chloroindan-4-carboxylate and the solution is stirred. The, 5.3 g. of sodium cyanide is added, followed by stirring for 8 hours. Following the addition of 750 ml. of water, the reaction mixture is extracted with ether. The extract is washed with a saturated aqueous solution of sodium chloride and, then, dried. The solvent is distilled off under reduced pressure and the residue is purified by column chromatography on silica gel (500 g. silica gel; eluant: chloroform). The described procedure gives methyl 1-cyanoindan-4-carboxylate as crystals melting at 76.5°-77.5°C.

後処理

  1. additionthe addition of 750 ml
  2. extractionof water, the reaction mixture is extracted with ether
  3. washThe extract is washed with a saturated aqueous solution of sodium chloride
  4. customdried
  5. distillationThe solvent is distilled off under reduced pressure
  6. customthe residue is purified by column chromatography on silica gel (500 g. silica gel; eluant: chloroform)

出典と根拠

ORDレコード
ord-bdc401635d634dbeafdde66aa9afa802
出典データセット
uspto-grants-1976_04
特許番号
US03953500

反応ノート

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