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

HRID 1390336

反応式

HRID 1390336 の反応式
[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

参加物

7

反応物 4

HCID 222Ammonia2 回HCID 6332Ethyl BromideHCID 772524-BenzhydrylpyridineHCID 5360545Sodium

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0770877d7cf44668968e4a56403a513c
出典データセット
uspto-grants-1979_02
特許番号
US04138488

関連ノート

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