1-(2-Chloroethyl)piperidine → Benzamide, N,N-diphenyl-

HRID 1657486Notes

Reaction equation

HRID 1657486 reaction equation
N1(CCO[C:10]2[CH:30]=[CH:29][C:13]([N:14]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:15](=[O:22])[C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:12][CH:11]=2)CCCCC1.OC1C=CC(N(C2C=CC=CC=2)C(=O)C2C=CC=CC=2)=CC=1.N1(CCCl)CCCCC1.C[O-].[Na+]>>[C:13]1([N:14]([C:15](=[O:22])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:12]=[CH:11][CH:10]=[CH:30][CH:29]=1

Participants

5

Reactant 4

HCID 748271-(2-Chloroethyl)piperidineHCID 10942334Sodium MethoxideHCID 21533581HCID 21533581, compoundHCID 21533661HCID 21533661, compound

Product 1

HCID 101250Benzamide, N,N-diphenyl-

Procedure

4'-[2-(1-Piperidyl)ethoxy]-N-phenylbenzanilide [IA; R is C6H5, Ar is -C6H4 -(p), Y is CH2CH2, N=Z is N(CH2)5, n is O, Ar' is C6H5 ] was prepared from 11.5 g. of 4'-hydroxy-N-phenylbenzanilide and 2-(1-piperidyl)ethyl chloride in the presence of sodium methoxide according to the procedure of Example 1. The product was recrystallized from benzene-hexane to give 4'-]2-(1-piperidyl)ethoxy]-N-phenylbenzanilide, colorless solid, m.p. 78.5°-82.5°C.; cyclohexanesulfamic acid salt form, m.p. 151.5°-157.5°C.

Workup

  1. customwas prepared from 11.5 g
  2. customThe product was recrystallized from benzene-hexane

Sources & evidence

ORD record
ord-7fad88f6fc834c80a3a772e6f93e42b3
Source dataset
uspto-grants-1976_06
Patent number
US03960886

Reaction notes

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