Ethyl 1-benzylpiperidine-4-carboxylate → HCID 18399772, compound

HRID 2184806Notes

Reaction equation

HRID 2184806 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]([O:16]CC)=O)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:19][CH2:20][CH2:21][C:22]1[S:23][CH:24]=[CH:25][CH:26]=1.[Na]>C(O)C>[CH2:1]([N:8]1[CH2:9][CH2:10][CH:11]([C:14]([NH:19][CH2:20][CH2:21][C:22]2[S:23][CH:24]=[CH:25][CH:26]=2)=[O:16])[CH2:12][CH2:13]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 90423Ethyl 1-benzylpiperidine-4-carboxylateHCID 116521ThiopheneethanamineHCID 5360545Sodium

Product 1

HCID 18399772HCID 18399772, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

22.15 g of ethyl 1-benzyl-4-piperidinecarboxylate and 1 equivalent of the product obtained in Step B are added to a solution of 4.12 g of sodium in 103 ml of anhydrous ethanol. After 12 hours reaction at reflux, the reaction mixture is evaporated. The residue is taken up in dichloromethane and washed with water, and then the organic phase is dried, filtered and evaporated, enabling an oil to be obtained which crystallises in diisopropyl ether.

Workup

  1. customAfter 12 hours reaction
  2. temperatureat reflux
  3. customthe reaction mixture is evaporated
  4. washwashed with water
  5. customthe organic phase is dried
  6. filtrationfiltered
  7. customevaporated
  8. customto be obtained which
  9. customcrystallises in diisopropyl ether

Sources & evidence

ORD record
ord-1765bd76b6124b36bcea42c2e51873d1
Source dataset
uspto-grants-2002_06
Patent number
US06399616B1

Reaction notes

Loading…