Hydrochloric Acid → 2-(4-(Methoxycarbonyl)-2-methylphenyl)acetic acid

HRID 714524Notes

Reaction equation

HRID 714524 reaction equation
C([O:3][C:4](=[O:17])[CH2:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12][CH3:13])=[O:11])=[CH:8][C:7]=1[CH3:16])C.O.[Li+].[OH-].Cl>CO>[CH3:13][O:12][C:10]([C:9]1[CH:14]=[CH:15][C:6]([CH2:5][C:4]([OH:17])=[O:3])=[C:7]([CH3:16])[CH:8]=1)=[O:11]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 67365879Methyl 4-(2-ethoxy-2-oxoethyl)-3-methylbenzoate

Product 1

HCID 575552242-(4-(Methoxycarbonyl)-2-methylphenyl)acetic acidYield 91.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 4-(2-ethoxy-2-oxoethyl)-3-methylbenzoate (366 mg) was suspended in MeOH(10 ml) and H2O (2 ml) and treated with LiOH (48 mg) over 3 days. After the reaction mixture was acidified with 1N HCl, the product was extracted with EtOAc. Evaporation and drying in vacuum afforded the desired product (295 mg).

Workup

  1. extractionthe product was extracted with EtOAc
  2. customEvaporation
  3. customdrying in vacuum

Sources & evidence

ORD record
ord-13c55a5b75694ab0bd94317153354e56
Source dataset
uspto-grants-2015_11
Patent number
US09187447B2

Reaction notes

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