Diethyl Ether → 2-Chloro-6-methylbenzylamine

HRID 328624

反応式

HRID 328624 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].CCOCC.[C:12]([C:14]1[C:19]([Cl:20])=[CH:18][CH:17]=[CH:16][C:15]=1[CH3:21])#[N:13].C(C(C(C([O-])=O)O)O)([O-])=O.[Na+].[K+]>O>[Cl:20][C:19]1[CH:18]=[CH:17][CH:16]=[C:15]([CH3:21])[C:14]=1[CH2:12][NH2:13]

参加物

6

反応物 4

HCID 3283Diethyl Ether2 回HCID 230532-Chloro-6-methylbenzonitrileHCID 9855836Potassium sodium tartarateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 5217992-Chloro-6-methylbenzylamine

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a stirred mixture of 5.7 parts of lithium aluminum hydride in 20 parts of ether is added dropwise a solution of 15 parts of 2-cyano-3-chlorotoluene in 140 parts of ether at reflux temperature. After the addition is complete, stirring at reflux temperature is continued for one hour. The reaction mixture is cooled in an ice-bath and decomposed with 25 parts of water and with a 20% solution of potassium-sodium tartrate (450 parts). The aqueous phase is separated and extracted with ether. The combined ether layers are washed with water, dried, filtered and evaporated. The oily residue is distilled in vacuo, yielding 12 parts of 2-chloro-6-methylbenzylamine; bp. 113° -118° C at 18 mm. pressure.

後処理

  1. temperatureat reflux temperature
  2. additionAfter the addition
  3. temperatureat reflux temperature
  4. temperatureThe reaction mixture is cooled in an ice-bath
  5. customThe aqueous phase is separated
  6. extractionextracted with ether
  7. washThe combined ether layers are washed with water
  8. customdried
  9. filtrationfiltered
  10. customevaporated
  11. distillationThe oily residue is distilled in vacuo

出典と根拠

ORDレコード
ord-dd187b8bf2c34f448005bd73d6e879f0
出典データセット
uspto-grants-1977_04
特許番号
US04017631

関連ノート

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