Epichlorohydrin → 1-(1-Chloro-2-hydroxy-3-propanyl)-4-[bis(4-chlorophenyl)methyl]piperazine

HRID 359396Notes

Reaction equation

HRID 359396 reaction equation
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([CH:6]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[CH2:22]([CH:24]1[O:26][CH2:25]1)[Cl:23]>>[Cl:23][CH2:22][CH:24]([OH:26])[CH2:25][N:17]1[CH2:16][CH2:15][N:14]([CH:6]([C:7]2[CH:8]=[CH:9][C:10]([Cl:13])=[CH:11][CH:12]=2)[C:5]2[CH:20]=[CH:21][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH2:19][CH2:18]1

Participants

3

Reactant 2

HCID 7835EpichlorohydrinHCID 2855101-[Bis(4-chlorophenyl)methyl]piperazine

Product 1

HCID 100703661-(1-Chloro-2-hydroxy-3-propanyl)-4-[bis(4-chlorophenyl)methyl]piperazine

Procedure

4,4'-Dichlorobenzhydrylpiperazine ((6.0 g, 18.7 mmol) was reacted as above with epichlorohydrin to give the title compound as an amber oil, 3.67 g (49.8%). 100 MHz 1H NMR (CDCl ) δ: 7.3 (s, 8H), 4.2 (s, 1H), 3.9 (m, 1H), 3.6 (d, 2H, J=10 Hz), 2.9 (m, 2H), 2.7-2.4 (m, 10H).

Sources & evidence

ORD record
ord-0d5e4fbd9d354fef8d63189a533a22a0
Source dataset
uspto-grants-1991_03
Patent number
US05001127

Reaction notes

Loading…