Hydrogen Bromide → 116833-85-3

HRID 1905544Notes

Reaction equation

HRID 1905544 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH:8]([C:12]([OH:14])=[O:13])[CH2:7][CH2:6]2.Br>>[OH:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH:8]([C:12]([OH:14])=[O:13])[CH2:7][CH2:6]2

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 138400075-Methoxy-2,3-dihydro-1H-indene-1-carboxylic acid

Product 1

HCID 20035831116833-85-3

Procedure

In a 20-liter reactor provided with a mechanical stirrer, 1.6 kg of 2,3-dihydro-5-methoxy-1H-inden-1-carboxylic acid and 8 l of 48% hydrobromic acid were introduced and heated at 135°-140° C. in oil bath for 15 hours. The mixture was allowed to cool, and the hydrobromic acid was evaporated at vacuum; to the blackish residue, 3 l of toluene were added and the solvent was evaporated at vacuum. This operation was made again with further 3 l of toluebe to give the desired compound as blackish solid, 1.5 kg (100%), m.p. 137°-138° C. and acid group titration: 101%.

Workup

  1. customIn a 20-liter reactor provided with a mechanical stirrer
  2. temperatureheated at 135°-140° C. in oil bath for 15 hours
  3. temperatureto cool
  4. customthe hydrobromic acid was evaporated at vacuum
  5. additionto the blackish residue, 3 l of toluene were added
  6. customthe solvent was evaporated at vacuum

Sources & evidence

ORD record
ord-8c3949bb644a4e91b41d78ba17b89357
Source dataset
uspto-grants-1989_06
Patent number
US04843165

Reaction notes

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