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

HRID 2379690Notes

Reaction equation

HRID 2379690 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-74f1cb26d5d0441990ad6c73d6892220
Source dataset
uspto-grants-1994_11
Patent number
US05364849

Reaction notes

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