Reaction equation
C[C:2]([O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(C)[C:3]([O:5]CC)=[O:4].[OH-].[Na+].C[CH2:19][OH:20]>>[CH3:19][O:20][C:13]1[CH:12]=[CH:11][C:10]([O:9][CH2:2][C:3]([OH:5])=[O:4])=[CH:15][CH:14]=1Participants
4
Procedure
To a solution of ethyl 2-methyl-2-phenoxypropanoate (210 mg, 1 mmol) in EtOH (10 ml) was added 10% NaOH aqueous solution (10 mL) at 26° C. The mixture was stirred for 30 min and then concentrated before the addition of water (20 mL) and washing with ethyl acetate (2×20 mL). The aqueous layer was acidified with 2N HCL until pH 3 and extracted with ethyl acetate (2×20 ml). The organic layer was washed with brine (30 mL), dried over Na2SO4 and concentrated to give the title compound which was used in next step without further purification.
Workup
- concentrationconcentrated before the addition of water (20 mL)
- washwashing with ethyl acetate (2×20 mL)
- extractionextracted with ethyl acetate (2×20 ml)
- washThe organic layer was washed with brine (30 mL)
- dry with materialdried over Na2SO4
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-23aa1f7efd7a4f46bed9eb2918d69118
- Source dataset
- uspto-grants-2015_01
- Patent number
- US08940726B2
Linked notes
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