Phosphoric Acid → (4R)-2,2-Dimethyl-1,3-dioxolane-4-carboxylic acid
Reaction equation
[CH3:1][C:2]1([CH3:10])[O:6][C@@H:5]([C:7]([O-:9])=[O:8])[CH2:4][O:3]1.[Na+].OP(O)(O)=O.[Na+].[Cl-]>O.C(OCC)(=O)C>[CH3:1][C:2]1([CH3:10])[O:6][C@@H:5]([C:7]([OH:9])=[O:8])[CH2:4][O:3]1Participants
6
Conditions
- Temperature
- 0 °C
Procedure
Sodium (R)-(+)-2,2-dimethyl-1,3-dioxolane-4-carboxylate (1.03 g, 6.1 mmol) was dissolved in a mixture of water (1.2 ml) and ethyl acetate (1.2 ml) and cooled to 0° C. 2 M aqueous H3PO4 solution (7 ml) was added until the reaction mixture reached pH 2. After that the reaction mixture was saturated with NaCl and the reaction mixture was extracted with ethyl acetate (3×20 ml). The organic layer was dried over Na2SO4 and the solvent was removed under reduced pressure. The product (0.73 g, 4.9 mmol, 81%) was used in the next step without any further purification.
Workup
- extractionthe reaction mixture was extracted with ethyl acetate (3×20 ml)
- dry with materialThe organic layer was dried over Na2SO4
- customthe solvent was removed under reduced pressure
Sources & evidence
- ORD record
- ord-d9ce012cb251460a80633ea02b008e4b
- Source dataset
- uspto-grants-2013_09
- Patent number
- US08535655B2
Reaction notes
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