(3-(Ethoxycarbonyl)propyl)triphenylphosphonium Bromide → HCID 69161937, compound

HRID 459850Notes

Reaction equation

HRID 459850 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:21]=[CH:20][C:17](C=O)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Br-].[CH2:23]([O:25][C:26]([CH2:28][CH2:29][CH2:30][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:27])[CH3:24].[CH3:50]C(C)([O-])C.[K+]>C1COCC1>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][N:11]([C:14]2[CH:15]=[CH:16][C:17]([CH:50]=[CH:30][CH2:29][CH2:28][C:26]([O:25][CH2:23][CH3:24])=[O:27])=[CH:20][CH:21]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 2773643(3-(Ethoxycarbonyl)propyl)triphenylphosphonium BromideHCID 2795509Tert-butyl 4-(4-formylphenyl)piperazine-1-carboxylateHCID 23665647Potassium tert-butoxide

Product 1

HCID 69161937HCID 69161937, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4-[4-(t-Butoxycarbonyl)piperazin-1-yl]benzaldehyde and [3-(ethoxycarbonyl)propyl]triphenylphosphonium bromide were reacted in THF in the presence of potassium t-butoxide to obtain ethyl 5-{4-[4-(t-butoxycarbonyl)piperazin-1-yl]phenyl}-4-pentenoate, which was then subjected to catalytic reduction using palladium/carbon to obtain an objective compound.

Sources & evidence

ORD record
ord-7bfa364b49774e7daeb68f71c25a4290
Source dataset
uspto-grants-2007_03
Patent number
US07196080B2

Reaction notes

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