Ammonia → 4-(1,1-Diphenylpropyl)-Pyridine

HRID 1390336

반응식

HRID 1390336 반응식
[Na].N.[C:3]1([CH:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:22](Br)[CH3:23]>O.CCOCC>[C:3]1([C:9]([C:10]2[CH:11]=[CH:12][N:13]=[CH:14][CH:15]=2)([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:22][CH3:23])[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

참가 물질

7

반응물 4

HCID 222Ammonia2회HCID 6332Ethyl BromideHCID 772524-BenzhydrylpyridineHCID 5360545Sodium

생성물 1

HCID 108498814-(1,1-Diphenylpropyl)-Pyridine

시약·촉매·용매 2

HCID 962Water용매HCID 3283Diethyl Ether용매2회

실험 절차

Dissolve 2.5 g. of sodium in 500 ml. of liquid ammonia in the presence of a catalytic amount of ferric nitrate. Add dropwise to the resulting suspension over a 20 minute interval a solution containing 24.5 g. of 4-diphenylmethyl pyridine in 600 ml. of ether. Stir the resulting dark red mixture for an additional 20 minutes, then add 13 g. of ethyl bromide dropwise. Add an additional 500 ml. of ammonia, stir overnight, then add 300 ml. of ether followed by 150 ml. of water. Separate the solvent layers. Wash the ether layer with water until neutral, dry and remove the solvent under reduced pressure to a residue. Distill the residue at 192°-200° C./1.6 to 2 mm. and obtain thereby 14.7 g. of the title compound as an orange colored oil.

후처리

  1. dissolutionDissolve 2.5 g
  2. additionAdd dropwise to the resulting suspension over a 20 minute interval a solution
  3. additioncontaining 24.5 g
  4. additionadd 13 g
  5. additionAdd an additional 500 ml
  6. additionadd 300 ml
  7. customSeparate the solvent layers
  8. washWash the ether layer with water until neutral,
  9. customdry
  10. customremove the solvent under reduced pressure to a residue
  11. distillationDistill the residue at 192°-200° C./1.6 to 2 mm
  12. customand obtain

출처 및 근거

ORD 기록
ord-0770877d7cf44668968e4a56403a513c
출처 데이터셋
uspto-grants-1979_02
특허 번호
US04138488

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