Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Salicylaldehyde | HCID 6998 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 2-bromopropionate | HCID 95576 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 140451-38-3 | HCID 15732700 | 91.5% |
Reaction Steps
A mixture of 2-hydroxy-benzaldehyde (1 g; 8.19 mmol; 1 eq.), K2CO3 (3.4 g; 24.6 mmol; 3 eq.) and 2-bromo-propionic acid methyl ester (3.42 g; 20.5 mmol; 2.5 eq.) in DMF (50 mL) was stirred at 120° C. for 45 minutes then diluted with EA. The solution was washed with water (3×) then brine, dried over magnesium sulfate and concentrated in vacuo. Purification by column chromatography (15% to 33% EA in cyclohexane) afforded the title compound (1.56 g, 91%) as a colourless oil. HPLC (max plot) 96.3%; Rt 3.18 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09403835B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-acbde90599bb491b9cdce1100cf7d670 |
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| Source note | uspto-grants-2016_08 |
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