1,1'-(4-Chloro-1-butenylidene)bisbenzene → 4-(4-Benzamidopiperid-1-yl)-1,1-diphenylbut-1-ene

HRID 1730366Notes

Reaction equation

HRID 1730366 reaction equation
[C:1]([NH:9][CH:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:16]1([C:22]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[CH:23][CH2:24][CH2:25]Cl)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[C:1]([NH:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:25][CH2:24][CH:23]=[C:22]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH2:12][CH2:11]1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 798211,1'-(4-Chloro-1-butenylidene)bisbenzeneHCID 118120N-4-Piperidylbenzamide

Product 1

HCID 214305814-(4-Benzamidopiperid-1-yl)-1,1-diphenylbut-1-ene

Procedure

Using the procedure of Example 77 over a period of 20 hours, 4-benzamidopiperidine (7.473 g.) was alkylated with 1,1-diphenyl-4-chlorobut-1-ene (8.879 g.). The title compound was filteredoff after addition of water and ether to the reaction mixture and a furthercrop was obtained from the ether washings. Conversion of the combined product to the hydrochloride using ethanolic hydrogen chloride gave 6.308 g. (38.2%). m.p. 220°-230° (dec.). C28H30N2O.HCl.1/4H2O requires C, 74.46; H, 7.03; N, 6.20. Found: C, 74.77; H,7.26; N, 6.14%.

Workup

  1. customof 20 hours

Sources & evidence

ORD record
ord-b3f798d2513b403490a1b3d9e9a0f5d7
Source dataset
uspto-grants-1976_11
Patent number
US03992389

Reaction notes

Loading…