Hydrogen Bromide → HCID 13676787, compound

HRID 427131Notes

Reaction equation

HRID 427131 reaction equation
C[O:2][C:3]1[C:8]2[C:9](=[O:18])[C:10]3[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=3[CH2:12][CH2:13][C:7]=2[CH:6]=[C:5]([CH2:19][C:20]([OH:22])=[O:21])[CH:4]=1.Br.O>C(O)(=O)C>[OH:2][C:3]1[C:8]2[C:9](=[O:18])[C:10]3[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=3[CH2:12][CH2:13][C:7]=2[CH:6]=[C:5]([CH2:19][C:20]([OH:22])=[O:21])[CH:4]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 962WaterHCID 20388085HCID 20388085, compound

Product 1

HCID 13676787HCID 13676787, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

4-Methoxy-10,11-dihydro-5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl acetic acid (0.3 g) is refluxed in acetic acid (4.5 ml) and 48% aqueous hydrobromic acid (4.5 ml) for 30 minutes. The cooled solution is poured into water and extracted with ethyl acetate. The extract is washed, dried, evaporated and the residue recrystallized from ethyl acetate/hexane to afford 4-hydroxy-10,11-dihydro-5-oxo-5H-dibenzo[a,d]cyclohepten-2-yl acetic acid, mp 149°-151°.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract is washed
  3. customdried
  4. customevaporated
  5. customthe residue recrystallized from ethyl acetate/hexane

Sources & evidence

ORD record
ord-c59ba12486a449cfa680268809025aad
Source dataset
uspto-grants-1979_10
Patent number
US04172949

Reaction notes

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