Glycolic Acid → HCID 17862592, compound
Reaction equation
C(=O)([O-])O.[Na+].[C:6]([OH:10])(=[O:9])[CH2:7][OH:8].CN(C)C=O.[CH3:16][O:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22]Cl)=[CH:20][CH:19]=1>O>[C:6]([O:10][CH2:22][C:21]1[CH:24]=[CH:25][C:18]([O:17][CH3:16])=[CH:19][CH:20]=1)(=[O:9])[CH2:7][OH:8]Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
Sodium hydrogen carbonate (2.20 g, 26.3 mg) was added to a solution of glycolic acid (2.00 g, 26.3 mmol) in water (2.00 mL), and the mixture was stirred for one hour at room temperature. The solvent was distilled off from the reaction mixture under reduced pressure, and to a dimethylformamide (10.0 mL) solution of the resulting residue, p-methoxybenzyl chloride (4.10 g, 26.3 mmol) was added. The mixture was stirred for 2 hours at room temperature. Water was added to the reaction mixture, and the mixture was subjected to extraction with ethyl acetate. The organic layer thus obtained was washed sequentially with water and saturated brine, and was dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. Thus, a crude product of the title compound (4.24 g) was obtained.
Workup
- distillationThe solvent was distilled off from the reaction mixture under reduced pressure
- stirringThe mixture was stirred for 2 hours at room temperature
- extractionthe mixture was subjected to extraction with ethyl acetate
- customThe organic layer thus obtained
- washwas washed sequentially with water and saturated brine
- dry with materialwas dried over anhydrous sodium sulfate
- distillationThe solvent was distilled off under reduced pressure
Sources & evidence
- ORD record
- ord-e73ed0e287d34705813853dbaa70b4ab
- Source dataset
- uspto-grants-2013_10
- Patent number
- US08557802B2
Reaction notes
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