Diketene → 3-[4-(Diphenylmethyl)piperazin-1-yl]propyl 3-oxobutanoate

HRID 329891Notes

Reaction equation

HRID 329891 reaction equation
[CH:1]([N:14]1[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][CH2:22][OH:23])[CH2:16][CH2:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:24]=[C:25]1[O:29][C:27](=[O:28])[CH2:26]1>>[C:27]([O:23][CH2:22][CH2:21][CH2:20][N:17]1[CH2:16][CH2:15][N:14]([CH:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:19][CH2:18]1)(=[O:28])[CH2:26][C:25]([CH3:24])=[O:29]

Participants

3

Reactant 2

HCID 12661DiketeneHCID 155241464-Benzhydryl-1-piperazinepropanol

Product 1

HCID 198712333-[4-(Diphenylmethyl)piperazin-1-yl]propyl 3-oxobutanoateYield 96.3%

Procedure

4-Benzhydryl-1-piperazinepropanol was reacted with diketene in the same manner as Reference Example 2-(1) to give 3-(4-benzhydryl-1-piperazinyl)propyl acetoacetate as an oil. Yield 96.3%. NMR(CDCl3)δ: 1.62-1.98(2H, m), 3.40(2H, s), 4.16(2H, t, J=6.8), 4.20(1H, s), 7.10-7.49(10H, m).

Sources & evidence

ORD record
ord-5d1d7222cced4e448625fd3b3718f5a1
Source dataset
uspto-grants-1990_01
Patent number
US04892875

Reaction notes

Loading…