Sodium Hydroxide → 3,4-Xylyloxyacetic acid
Reaction equation
C[O:2][C:3](=[O:14])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]([CH3:13])[CH:7]=1.[OH-].[Na+]>CO>[CH3:13][C:8]1[CH:7]=[C:6]([CH:11]=[CH:10][C:9]=1[CH3:12])[O:5][CH2:4][C:3]([OH:14])=[O:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of (3,4-dimethyl-phenoxy)-acetic acid methyl ester (7.399 g; 38.099 mmol) in MeOH (100 ml) was treated with aq. 1N NaOH (57 ml; 1.5 eq.), and the resulting mixture was further stirred at rt for 30 min. MeOH was then removed under reduced pressure, water (100 ml) was added followed by aq. 1N HCl (75 ml). Filtration of the precipitated solid, and drying under HV afforded (3,4-dimethyl-phenoxy)-acetic acid as a colorless solid (6.070 g; 88%). LC-MS: tR=0.81 min.; [M+H]+: no ionisation.
Workup
- customMeOH was then removed under reduced pressure, water (100 ml)
- additionwas added
- filtrationFiltration of the precipitated solid
- customdrying under HV
Sources & evidence
- ORD record
- ord-57cb984dd9894486ba8706a5b5c2169e
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08188082B2
Reaction notes
Loading…