Diketene → 2-(4-Benzylpiperazin-1-yl)ethyl 3-oxobutanoate

HRID 329887Notes

Reaction equation

HRID 329887 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][OH:16])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:17]=[C:18]1[O:22][C:20](=[O:21])[CH2:19]1>>[C:20]([O:16][CH2:15][CH2:14][N:11]1[CH2:10][CH2:9][N:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:13][CH2:12]1)(=[O:21])[CH2:19][C:18]([CH3:17])=[O:22]

Participants

3

Reactant 2

HCID 12661DiketeneHCID 767854HCID 767854, compound

Product 1

HCID 198712152-(4-Benzylpiperazin-1-yl)ethyl 3-oxobutanoateYield 90.2%

Procedure

4-Benzyl-1-piperazineethanol was reacted with diketene in the same manner as Reference Example 1-(2) to give 2-(4-benzyl-1-piperazinyl)ethyl acetoacetate as an oil. Yield 90.2%. NMR(CDCl3)δ: 2.26(3H, s), 2.47(8H, s), 2.61(2H, t, J=6), 3.41(2H, s), 3.47(2H, s), 4.22(2H, t, J=6), 7.21(5H, s).

Sources & evidence

ORD record
ord-d344764c781049d7b9f6bce7cbe25671
Source dataset
uspto-grants-1990_01
Patent number
US04892875

Reaction notes

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