1-(2-Methoxyphenyl)piperazine → HCID 14801938, compound

HRID 704899Notes

Reaction equation

HRID 704899 reaction equation
[C:1]1([CH2:7][C:8](=[CH2:12])[C:9]([OH:11])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1>C(O)CC>[CH3:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N:21]1[CH2:26][CH2:25][N:24]([CH2:12][CH:8]([CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:9]([OH:11])=[O:10])[CH2:23][CH2:22]1

Participants

4

Reactant 2

HCID 13461-(2-Methoxyphenyl)piperazineHCID 3035712-Benzylacrylic Acid

Product 1

HCID 14801938HCID 14801938, compoundYield 18.3%

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

2-(Phenylmethyl)propenoic acid (Mannich et al., Chem. Ber., 1922, 55, 3486) (2.00 g, 12.35 mmol) and 1-(2-methoxyphenyl)piperazine (2.37 g, 12.35 mmol) in propanol (25 mL) were boiled under reflux for 18 hours, cooled to room temperature, and evaporated in vacuo. The residue was triturated with acetone and diethyl ether to give 2-[[4-(2-methoxyphenyl)piperazinyl]methyl]-3-phenyl propanoic acid (0.80 g) as a colorless powder, mp. 155°-158° C.

Workup

  1. temperatureunder reflux for 18 hours
  2. customevaporated in vacuo
  3. customThe residue was triturated with acetone and diethyl ether

Sources & evidence

ORD record
ord-b3885c424ead498abb03388c43845707
Source dataset
uspto-grants-1991_01
Patent number
US04988814

Reaction notes

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