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

HRID 343498

반응식

HRID 343498 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 21881883Oxolane--water (1/1)용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6af9594e2cda42c1a919923860343293
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05861417

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