Diethyl Ether → 2-Chloro-6-methylbenzylamine

HRID 328624

반응식

HRID 328624 반응식
[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]

참가 물질

6

반응물 4

HCID 3283Diethyl Ether2회HCID 230532-Chloro-6-methylbenzonitrileHCID 9855836Potassium sodium tartarateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 5217992-Chloro-6-methylbenzylamine

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-dd187b8bf2c34f448005bd73d6e879f0
출처 데이터셋
uspto-grants-1977_04
특허 번호
US04017631

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