Dimethylformamide → 5-Cyano-2-acetoxy-2,3-dihydro-3,3-dimethylbenzofuran

HRID 444084ノート

反応式

HRID 444084 の反応式
Br[C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH:8]([O:10][C:11](=[O:13])[CH3:12])[C:7]([CH3:15])([CH3:14])[C:6]=2[CH:16]=1.[CH3:17][N:18](C)C=O.[C-]#N.[Na+]>O>[C:17]([C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH:8]([O:10][C:11](=[O:13])[CH3:12])[C:7]([CH3:15])([CH3:14])[C:6]=2[CH:16]=1)#[N:18]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 8929Sodium CyanideHCID 205361885-Bromo-2,3-dihydro-3,3-dimethyl-2-acetoxybenzofuran

生成物 1

HCID 205362085-Cyano-2-acetoxy-2,3-dihydro-3,3-dimethylbenzofuran

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

The product from stage (a) (4 g), cuprous cyanide (1.8 g) and dimethylformamide (10 ml) were boiled under reflux with stirring for three hours. The mixture was then cooled, and a solution of sodium cyanide (4.5 g) in water (18 ml) was added. After stirring for 1 hour, the product was extracted into ether, the ethereal extract being washed with water (twice), dried over magnesium sulphate, and run down. Recrystallisation of the residue from ethanol gave 1.8 g of pure product, mp 140°-142° C.

後処理

  1. temperatureunder reflux
  2. temperatureThe mixture was then cooled
  3. stirringAfter stirring for 1 hour
  4. extractionthe product was extracted into ether
  5. extractionthe ethereal extract
  6. washbeing washed with water (twice),
  7. dry with materialdried over magnesium sulphate
  8. customRecrystallisation of the residue from ethanol

出典と根拠

ORDレコード
ord-a0fa72e87f6e4728928b95bea324cdf8
出典データセット
uspto-grants-1981_04
特許番号
US04263037

反応ノート

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