Water → HCID 67777753, compound

HRID 1026240Notes

Reaction equation

HRID 1026240 reaction equation
[OH-].[Na+].[Br:3][C:4]1[CH:9]=[C:8]([O:10][CH2:11][CH:12]2[CH2:14][CH2:13]2)[CH:7]=[CH:6][C:5]=1[CH2:15][C:16]([O:18]CC1CC1)=[O:17].O>CO>[Br:3][C:4]1[CH:9]=[C:8]([O:10][CH2:11][CH:12]2[CH2:13][CH2:14]2)[CH:7]=[CH:6][C:5]=1[CH2:15][C:16]([OH:18])=[O:17]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 86666271HCID 86666271, compound

Product 1

HCID 67777753HCID 67777753, compoundYield 88.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

1M Aqueous sodium hydroxide solution (30 mL) was added to a solution of cyclopropylmethyl [2-bromo-4-(cyclopropylmethoxy)phenyl]acetate (6 g) in methanol (50 mL) at room temperature, and the mixture was stirred at 50° C. for 2 hr. The reaction mixture was allowed to cool to room temperature, water was added thereto, and the mixture was washed with diisopropyl ether. The aqueous layer was acidified with 1M hydrochloric acid, and extracted with ethyl acetate. The combined organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (4.48 g).

Workup

  1. temperatureto cool to room temperature
  2. washthe mixture was washed with diisopropyl ether
  3. extractionextracted with ethyl acetate
  4. washThe combined organic layer was washed with saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-32eeb28323fc4198837ac5297629b9c5
Source dataset
uspto-grants-2014_05
Patent number
US08729102B2

Reaction notes

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