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

HRID 265980

반응식

HRID 265980 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+]>C1COCC1.O>[C:2]1([C:8]2([C:14]#[N:15])[CH2:9][CH2:10][N:11]([CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:12][CH2:13]2)[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=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

4-Phenyl-4-cyano-piperidine hydrochloride (10 g, 44.9 mmol), Benzyl bromide (5.4 mL, 45.4 mmol), and potassium carbonate (25.2g, 182.3 mmol) were combined in THF/water (80 mL/20 mL). After 18 hours the reaction mixture was partitioned between water and dichloromethane. The organic layer was separated and extracted with water, dried over MgSO4, filtered and evaporated in vacuo to give a residue. The residue was recrystallized from hexane to give 4-phenyl-4-cyano-1-benzyl-piperidine as a solid: mp=73°-74° C.

후처리

  1. customAfter 18 hours the reaction mixture was partitioned between water and dichloromethane
  2. customThe organic layer was separated
  3. extractionextracted with water
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. customto give a residue
  8. customThe residue was recrystallized from hexane

출처 및 근거

ORD 기록
ord-3b7793d51c37494998f5810dcc5c41e1
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05648366

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