Acetic Acid → HCID 21275336, compound

HRID 1381888Notes

Reaction equation

HRID 1381888 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]2[CH2:15][CH2:14][N:13]([C:16](=[O:31])[C:17]3[CH:22]=[C:21]([O:23]C(=O)C)[CH:20]=[C:19]([O:27]C(=O)C)[CH:18]=3)[CH2:12][CH2:11]2)=[CH:4][CH:3]=1.[OH-].[Na+].C(O)(=O)C.C(Cl)Cl>CO.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]2[CH2:15][CH2:14][N:13]([C:16](=[O:31])[C:17]3[CH:18]=[C:19]([OH:27])[CH:20]=[C:21]([OH:23])[CH:22]=3)[CH2:12][CH2:11]2)=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 21275346HCID 21275346, compound

Product 1

HCID 21275336HCID 21275336, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 1-[2-(4-chlorophenyl)-ethyl]-4-(3,5-diacetoxybenzoyl)-piperazine in 500 ml of methanol stirred with 285 ml of 1N NaOH for 16 hours at 20°. The reaction mixture is diluted with H2O and the pH is adjusted to 6 with acetic acid. The resulting oily precipitate is stirred with CH2Cl2 and filtered with suction. Crystallisation from ethanol yields 1-[2-(4-chlorophenyl)-ethyl]-4-(3,5-dihydroxybenzoyl)piperazine having a melting point of 217°-221°.

Workup

  1. filtrationfiltered with suction
  2. customCrystallisation from ethanol

Sources & evidence

ORD record
ord-282e9ccfd63a4860b8e9c85f87345915
Source dataset
uspto-grants-1989_02
Patent number
US04804661

Reaction notes

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