Hydrochloric Acid → 3-(Acetyloxy)-2,2-dimethylpropanoic acid
Reaction equation
[CH3:1][C:2]([CH3:8])([CH2:6][OH:7])[C:3]([OH:5])=[O:4].[C:9](Cl)(=[O:11])[CH3:10].Cl>N1C=CC=CC=1>[CH3:1][C:2]([CH3:8])([CH2:6][O:7][C:9](=[O:11])[CH3:10])[C:3]([OH:5])=[O:4]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
2,2-Dimethyl-3-hydroxypropionic acid (11.8 g, 100 mmol) was dissolved in pyridine (30 mL), and the reaction solution was cooled to 0° C. Acetyl chloride (11.8 g, 15.0 mmol) was slowed added dropwise, the temperature was increased to rt, and the reaction solution was stirred at rt for 3 h. After the reaction finished, 1N HCl (30 mL) was added, pH adjusted to 3-4, the reaction mixture was extracted with EtOAc. The organic extracts were washed with 1N HCl for 4-5 times, dried over MgSO4, concentrated in vacuo to give the title compound (15.2 g, 95.0%).
Workup
- temperaturethe temperature was increased to rt
- extractionthe reaction mixture was extracted with EtOAc
- washThe organic extracts were washed with 1N HCl for 4-5 times
- dry with materialdried over MgSO4
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-bd963905c75b47d8a54f36facc6b700c
- Source dataset
- uspto-grants-2011_02
- Patent number
- US07879852B2
Reaction notes
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