1-Propanol → 2-{1-[4-(2-Methoxyphenyl)piperazinyl]methyl}-3-benzenepropanoic acid

HRID 1736645Notes

Reaction equation

HRID 1736645 reaction equation
[C:1]1([CH2:7][C:8](=C)[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.[CH2:27](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]([CH2:27][C:2]2[C:1]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:23][CH2:22]1

Participants

4

Reactant 3

HCID 10311-PropanolHCID 13461-(2-Methoxyphenyl)piperazineHCID 3035712-Benzylacrylic Acid

Product 1

HCID 194335722-{1-[4-(2-Methoxyphenyl)piperazinyl]methyl}-3-benzenepropanoic acid

Procedure

2-(Phenylmethyl)propenoic acid (Mannich and Ganz, 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 heated under reflux for 18 hours, cooled to room temperature, and evaporated in vacuo. The residue was triturated with acetone and ether to give the product (0.80 g) as a colourless powder, m.p. 155°-158°.

Workup

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

Sources & evidence

ORD record
ord-77d4a3e982b74dad85ccb6261f91cc3f
Source dataset
uspto-grants-1996_07
Patent number
US05541326

Reaction notes

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