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

HRID 1018990Notes

Reaction equation

HRID 1018990 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-c7b5ca28d86a441295edbcb9b0cfd004
Source dataset
uspto-grants-2002_11
Patent number
US06486171B2

Reaction notes

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