Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Acetoxy-2-bromoethane | HCID 13564 | — |
| Reactant | 5-(Benzyloxy)-2-hydroxybenzaldehyde | HCID 878362 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 57810562 | HCID 57810562 | 83% |
Reaction Steps
To a N,N-dimethylformamide (10 mL) solution of 5-benzyloxy-2-hydroxy-benzaldehyde (830 mg, 3.64 mmol) described in Production Example 7-1-2 were added bromoethyl acetate (446 μL, 4.00 mmol) and potassium carbonate (1.01 g, 7.28 mmol) at room temperature, which was stirred at 120° C. for 8 hours. Water was added to the reaction solution at 0° C. followed by extraction with ethyl acetate. The organic layer was washed with water and sat. NaCl followed by drying over anhydrous magnesium sulfate and filtering. The filtrate was concentrated under a reduced pressure and the residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=2:1) to obtain the title compound (890 mg, 83%) as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07829585B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-220458e0904a4265a43035a58675158e |
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| Source note | uspto-grants-2010_11 |
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