Benzene → HCID 53865152, compound

HRID 437637Notes

Reaction equation

HRID 437637 reaction equation
[C:1]([N:9]1[CH2:11][CH2:10]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2([OH:25])[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)=[CH:15][CH:14]=1.C1C=CC=CC=1.CO>O(CC)CC>[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2([OH:25])[CH2:20][CH2:21][N:22]([CH2:10][CH2:11][NH:9][C:1](=[O:8])[C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:23][CH2:24]2)=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 241BenzeneHCID 887MethanolHCID 24286Aziridine, 1-benzoyl-HCID 382824-(4-Chlorophenyl)-4-hydroxypiperidine

Product 1

HCID 53865152HCID 53865152, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 0.74 parts of 1-(benzoyl)aziridine, 1.06 parts of 4-(4- chlorophenyl)-4-piperidinol, 5.4 parts of benzene and 0.4 parts of methanol is stirred and refluxed for 2 hours. The reaction mixture is cooled. Upon the addition of 1,1'-oxybisethane, the product is precipitated. After stirring for 15 minutes, the product is filtered off and dried, yielding 1.1 parts of N-{2-[4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl] ethyl} benzamide; mp. 169° C.

Workup

  1. temperaturerefluxed for 2 hours
  2. temperatureThe reaction mixture is cooled
  3. customthe product is precipitated
  4. stirringAfter stirring for 15 minutes
  5. filtrationthe product is filtered off
  6. customdried

Sources & evidence

ORD record
ord-d90d8670890041debe661e89d7c8f139
Source dataset
uspto-grants-1977_06
Patent number
US04031226

Reaction notes

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