Hydrochloric Acid → 2-Methoxybenzoic acid
Reaction equation
C[C:2](C)([O-:4])C.[K+].[CH3:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[C:13]([O:16]CC)(=[O:15])C.Cl>CS(C)=O>[CH3:2][O:4][C:9]1[CH:8]=[CH:7][CH:12]=[CH:11][C:10]=1[C:13]([OH:16])=[O:15]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 70 °C
Procedure
To a stirred solution of V (10 g, 240 mmol) in dimethyl sulfoxide (40 mL) was added potassium tert-butoxide (10 g, 890 mmol) in portions. The solution was heated to 70° C. on a water bath for 2 h, and the progress of the reaction was monitored by TLC using a hexane-ethyl acetate (8:2) solvent system. The reaction mass was cooled to 10° C., poured into ice water, and then acidified with 5% dilute hydrochloric acid. The precipitated solid was filtered and washed thoroughly with distilled water, and the crude mass was recrystallized in hexane (50 mL) to yield an off-white solid of 2-Methoxy-benzoic Acid (7.6 g, 80%).
Workup
- temperatureThe reaction mass was cooled to 10° C.
- filtrationThe precipitated solid was filtered
- washwashed thoroughly with distilled water
- customthe crude mass was recrystallized in hexane (50 mL)
Sources & evidence
- ORD record
- ord-53eee2535d01436d9f39fc840f689897
- Source dataset
- uspto-grants-2010_07
- Patent number
- US07750047B2
Reaction notes
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