Benzyl Bromide → 1-Benzyl-4-cyano-4-phenylpiperidine

HRID 343498ノート

反応式

HRID 343498 の反応式
Cl.[C:2]1([C:8]2([C:14]#[N:15])[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:16](Br)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1.O>[CH2:16]([N:11]1[CH2:10][CH2:9][C:8]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)([C:14]#[N:15])[CH2:13][CH2:12]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 30849734-Phenylpiperidine-4-carbonitrile hydrochloride

生成物 1

HCID 1914081-Benzyl-4-cyano-4-phenylpiperidine

試薬・触媒・溶媒 1

HCID 21881883Oxolane--water (1/1)溶媒

実験手順

Alternately, combine 4-phenyl-4-cyano-piperidine hydrochloric acid salt (10 g, 44.9 mmol), benzyl bromide (5.4 mL, 45.4 mmol), and potassium carbonate (25.2g, 182.3 mmol) in tetrahydrofuran/water (80 mL/20 mL). After 18 hours, partition the reaction mixture between water and dichloromethane. Separate The organic layer and extract with water, dry over MgSO4, filter and evaporate invacuo to give a residue. Recrystallize the residue from hexane to give 1-benzyl-4-phenyl-4-cyanopiperidine as a solid: mp; 73°-74° C.

後処理

  1. custompartition the reaction mixture between water and dichloromethane
  2. customSeparate The organic layer
  3. extractionextract with water
  4. dry with materialdry over MgSO4
  5. filtrationfilter
  6. customevaporate invacuo
  7. customto give a residue
  8. customRecrystallize the residue from hexane

出典と根拠

ORDレコード
ord-6af9594e2cda42c1a919923860343293
出典データセット
uspto-grants-1999_01
特許番号
US05861417

反応ノート

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