3-[2-(2-Benzyloxy-5-chlorophenyl)cyclopent-1-enyl] benzoic acid ethyl ester → 3-(2-(2-(Benzyloxy)-5-chlorophenyl)cyclopent-1-enyl)benzoic acid

HRID 1767197Notes

Reaction equation

HRID 1767197 reaction equation
C([O:3][C:4](=[O:31])[C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]2[CH2:15][CH2:14][CH2:13][C:12]=2[C:16]2[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:17]=2[O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:6]=1)C>CO>[Cl:22][C:20]1[CH:19]=[CH:18][C:17]([O:23][CH2:24][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)=[C:16]([C:12]2[CH2:13][CH2:14][CH2:15][C:11]=2[C:7]2[CH:6]=[C:5]([CH:10]=[CH:9][CH:8]=2)[C:4]([OH:31])=[O:3])[CH:21]=1

Participants

3

Reactant 1

HCID 695075793-[2-(2-Benzyloxy-5-chlorophenyl)cyclopent-1-enyl] benzoic acid ethyl ester

Product 1

HCID 98441753-(2-(2-(Benzyloxy)-5-chlorophenyl)cyclopent-1-enyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-{2-[5-chloro-2-(benzyloxy)-phenyl)cyclopent-1-enyl]-benzoic acid ethyl ester (80 mg) was refluxed for 1 h in methanol/2N sodium hydroxide (10:10 mL). The reaction mixture was then evaporated down to 3 mL. 2N Hydrochloric acid (10 mL) was added and the product extracted with dichloromethane (2×10 mL), dried (magnesium sulphate) and evaporated to give an oil which solidified on standing (70 mg).

Workup

  1. customThe reaction mixture was then evaporated down to 3 mL
  2. addition2N Hydrochloric acid (10 mL) was added
  3. extractionthe product extracted with dichloromethane (2×10 mL)
  4. dry with materialdried (magnesium sulphate)
  5. customevaporated
  6. customto give an oil which

Sources & evidence

ORD record
ord-82ab717058ca43039df31a2d02fa1f73
Source dataset
uspto-grants-2007_06
Patent number
US07232821B2

Reaction notes

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