Ethanol → HCID 163028, compound

HRID 980506Notes

Reaction equation

HRID 980506 reaction equation
[S:1]1[CH2:5][CH2:4][C:3]2[CH:6]=[C:7]([CH:10]([OH:14])[CH:11](Br)[CH3:12])[CH:8]=[CH:9][C:2]1=2.C(O)C.[C:18]1([CH2:24][CH2:25][CH2:26][CH2:27][NH2:28])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CCOCC>[S:1]1[CH2:5][CH2:4][C:3]2[CH:6]=[C:7]([CH:10]([OH:14])[CH:11]([NH:28][CH2:27][CH2:26][CH2:25][CH2:24][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH3:12])[CH:8]=[CH:9][C:2]1=2

Participants

5

Reactant 3

HCID 702EthanolHCID 83242BenzenebutanamineHCID 131715036HCID 131715036, compound

Product 1

HCID 163028HCID 163028, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

4 gr of 1-(2,3-dihydro-5-benzo[b]thienyl-2-bromo-1-propanol, 100 ml of ethanol and 20 gr of 4-phenylbutylamine are refluxed for 5 hours. The solvent and excess amine are evaporated in vacuo and the residue obtained is treated with ether. The solid is recrystallized from a mixture of methanol and ether, and the corresponding free base is obtained by treatment with a diluted NaOH solution and recrystallized from acetone. 1.05 gr of final product are so obtained.

Workup

  1. customThe solvent and excess amine are evaporated in vacuo
  2. customthe residue obtained
  3. customThe solid is recrystallized from a mixture of methanol and ether

Sources & evidence

ORD record
ord-bbbd6241b78e4a3d9a46653d01330333
Source dataset
uspto-grants-1987_01
Patent number
US04638070

Reaction notes

Loading…