Hydrochloric Acid → HCID 70411291, compound

HRID 638617Notes

Reaction equation

HRID 638617 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][C:16]([O:18]CC)=[O:17])[CH:5]=[CH:6][C:7]=1[CH2:8][N:9]1[CH:13]=[CH:12][N:11]=[CH:10]1.[ClH:21]>>[ClH:21].[Br:1][C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][C:16]([OH:18])=[O:17])[CH:5]=[CH:6][C:7]=1[CH2:8][N:9]1[CH:13]=[CH:12][N:11]=[CH:10]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 53725360HCID 53725360, compound

Product 1

HCID 70411291HCID 70411291, compound

Procedure

A mixture of ethyl 3-[3-bromo-4-(imidazol-1-ylmethyl)phenyl]prop-2-enoate (0.12 g) in hydrochloric acid (2 ml, 6M) was stirred and heated under reflux for 2 h. The reaction mixture was concentrated under reduced pressure and toluene (5 ml) was added and the reaction mixture was again concentrated to give a white solid. Recrystallisation of the solid from ethanol/ether gave 3-[3-bromo-4-(imidazol-1-ylmethyl)phenyl]prop-2-enoic acid hydrochloride as a white solid, m.p. 247°-249°.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 2 h
  3. concentrationThe reaction mixture was concentrated under reduced pressure and toluene (5 ml)
  4. additionwas added
  5. concentrationthe reaction mixture was again concentrated
  6. customto give a white solid
  7. customRecrystallisation of the solid from ethanol/ether

Sources & evidence

ORD record
ord-6503a1ccbc6e4a93a14ba315cee325e8
Source dataset
uspto-grants-1985_12
Patent number
US04562199

Reaction notes

Loading…