Triethylamine → HCID 22263624, compound

HRID 1257100Notes

Reaction equation

HRID 1257100 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:14]([O:21][CH2:22][C:23](Cl)=[O:24])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(N(CC)CC)C>ClCCl>[CH2:14]([O:21][CH2:22][C:23]([N:11]1[CH2:12][CH2:13][N:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:9][CH2:10]1)=[O:24])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 759941-BenzylpiperazineHCID 177085Benzyloxyacetyl chloride

Product 1

HCID 22263624HCID 22263624, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-Benzylpiperazine is reacted with 2-benzyloxyacetyl chloride in dichloromethane in the presence of triethylamine to give 2-benzyloxy-1-(4-benzyl-piperazin-1-yl)-ethanone which is then hydrogenated over a palladium on carbon catalyst in a methanol/hydrochloric acid mixture to remove the benzyl group and give the title compound.

Sources & evidence

ORD record
ord-419f49eb88c24224a36aaad4eeddefde
Source dataset
uspto-grants-2013_06
Patent number
US08461339B2

Reaction notes

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