Hydrochloric Acid → HCID 57935040, compound

HRID 1433233Notes

Reaction equation

HRID 1433233 reaction equation
C[O:2][C:3](=[O:15])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([CH:12]2[CH2:14][CH2:13]2)=[CH:8][CH:7]=1.CO.[OH-].[Li+].Cl>C1COCC1>[CH:12]1([C:9]2[CH:10]=[CH:11][C:6]([O:5][CH2:4][C:3]([OH:15])=[O:2])=[CH:7][CH:8]=2)[CH2:14][CH2:13]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 3939Lithium HydroxideHCID 57934962HCID 57934962, compound

Product 1

HCID 57935040HCID 57935040, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (4-cyclopropyl-phenoxy)-acetic acid methyl ester (1.29 g, 6.27 mmol) in mixed solvent (10 mL, MeOH: THF=1:1) was added 1N lithium hydroxide solution (5 mL). After stirring for 6 hours, the reaction mixture was acidified with aqueous 2N HCl and subsequently extracted with EtOAc. The separated organic layer was washed with brine, dried over Na2SO4, filtered, and the filtrate was concentrated under reduced pressure to afford the title compound as a yellow oil (1.18 g, 98%).

Workup

  1. extractionsubsequently extracted with EtOAc
  2. washThe separated organic layer was washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-6974f087abd84764b863851f9d0afca8
Source dataset
uspto-grants-2009_11
Patent number
US07612211B2

Reaction notes

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