Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Glycolic Acid | HCID 757 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 4-Methyloxybenzyl chloride | HCID 69993 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 17862592 | HCID 17862592 | 82.2% |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08557802B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-e73ed0e287d34705813853dbaa70b4ab |
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| Source note | uspto-grants-2013_10 |
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