Benzene → HCID 21428892, compound

HRID 437642Notes

Reaction equation

HRID 437642 reaction equation
[Br:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[C:4]([N:6]1[CH2:8][CH2:7]1)=[O:5].[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2([OH:26])[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[CH:16][CH:15]=1.C1C=CC=CC=1>CO>[Br:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[C:4]([NH:6][CH2:8][CH2:7][N:23]1[CH2:22][CH2:21][C:20]([C:17]2[CH:18]=[CH:19][C:14]([Cl:13])=[CH:15][CH:16]=2)([OH:26])[CH2:25][CH2:24]1)=[O:5]

Participants

5

Reactant 3

HCID 241BenzeneHCID 382824-(4-Chlorophenyl)-4-hydroxypiperidineHCID 21428979HCID 21428979, compound

Product 1

HCID 21428892HCID 21428892, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2.26 parts of 1-(2-bromobenzoyl)aziridine, 2.12 parts of 4-(4-chlorophenyl)-4-piperidinol, 10.8 parts of benzene and 0.8 parts of methanol is stirred and refluxed for 2 hours. The reaction mixture is cooled and evaporated. The residue is crystallized from ethyl acetate. The product is filtered off and dried, yielding 2.5 parts of 2-bromo-N-{2-[4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl]ethyl}benzamide; mp. 120.6° C.

Workup

  1. temperaturerefluxed for 2 hours
  2. temperatureThe reaction mixture is cooled
  3. customevaporated
  4. customThe residue is crystallized from ethyl acetate
  5. filtrationThe product is filtered off
  6. customdried

Sources & evidence

ORD record
ord-a4362a5f62a9417bab5358000f7be555
Source dataset
uspto-grants-1977_06
Patent number
US04031226

Reaction notes

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