HCID 12810581, compound → HCID 12810582, compound

HRID 435473Notes

Reaction equation

HRID 435473 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH2:19][CH2:18][C:17](=[O:20])[CH:16]=1)C1C=CC=CC=1>Br>[OH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH2:19][CH2:18][C:17](=[O:20])[CH:16]=1

Participants

3

Reactant 1

HCID 12810581HCID 12810581, compound

Product 1

HCID 12810582HCID 12810582, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

8.0 g 3-(2-benzyloxy-phenyl)-2-cyclopenten-1-one are stirred in 80 ml of 20% HBr/glacial acetic acid for 1 hour at room temperature. After evaporation of the glacial acetic acid, the residue is dissolved in methylene chloride and neutralized by shaking with a sodium-hydrogen-carbonate solution. After recrystallization from diisopropyl ether/diethyl ether, 3.7 g of 3-(2-hydroxyphenol)-2-cyclopenten-1-one are obtained with a melting point of 162°-165° C.

Workup

  1. customAfter evaporation of the glacial acetic acid
  2. dissolutionthe residue is dissolved in methylene chloride
  3. customAfter recrystallization from diisopropyl ether/diethyl ether, 3.7 g of 3-(2-hydroxyphenol)-2-cyclopenten-1-one
  4. customare obtained with a melting point of 162°-165° C.

Sources & evidence

ORD record
ord-e235290586f84394a8412eb2a9ddbbe1
Source dataset
uspto-grants-1983_08
Patent number
US04401831

Reaction notes

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