Benzene → HCID 21428998, compound

HRID 437639Notes

Reaction equation

HRID 437639 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([N:8]1[CH2:10][CH2:9]1)=[O:7].[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2([OH:24])[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)=[CH:14][CH:13]=1.CO.C1C=CC=CC=1>ClC(Cl)Cl>[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2([OH:24])[CH2:19][CH2:20][N:21]([CH2:9][CH2:10][NH:8][C:6]([C:2]3[S:1][CH:5]=[CH:4][CH:3]=3)=[O:7])[CH2:22][CH2:23]2)=[CH:14][CH:13]=1

Participants

6

Reactant 4

HCID 241BenzeneHCID 887MethanolHCID 382824-(4-Chlorophenyl)-4-hydroxypiperidineHCID 21428881HCID 21428881, compound

Product 1

HCID 21428998HCID 21428998, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 7.7 parts of 1-(2-thienylcarbonyl)aziridine, 10.8 parts of 4-(4- chlorophenyl)-4-piperidinol, 8 parts of methanol and 54 parts of benzene is stirred and refluxed for 1.50 hours. The reaction mixture is cooled and dissolved in trichloromethane. The solution is washed twice with water, dried, filtered and evaporated. The residue is crystallized from 2-propanone. The product is filtered off and dried, yielding 4.3 parts of N-{2-[4-(4-chlorophenyl)-4- hydroxy-1-piperidinyl]ethyl}-2-thiophenecarboxamide; mp. 153° C.

Workup

  1. temperaturerefluxed for 1.50 hours
  2. temperatureThe reaction mixture is cooled
  3. washThe solution is washed twice with water
  4. customdried
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue is crystallized from 2-propanone
  8. filtrationThe product is filtered off
  9. customdried

Sources & evidence

ORD record
ord-38eec0910f1247f8a7463ab4e3c5c515
Source dataset
uspto-grants-1977_06
Patent number
US04031226

Reaction notes

Loading…