Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Picolyl chloride hydrochloride | HCID 23392 | — |
| Reactant | Benzeneacetic acid, 4-hydroxy-, methyl ester | HCID 518900 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 23549386 | HCID 23549386 | 73.8% |
Reaction Steps
To a solution of 4-hydroxyphenylacetic acid methyl ester (8.4 g; 50 mmol) in DMF (100 ml)were added potassium carbonate (14.0g; 100 mmol) and 2-chloromethylpyridine hydrochloride (8.2 g; 50 mmol), and the resulting mixture was stirred at 50° C. for 24 h. The mixture was then poured into water, extracted with ethyl acetate, the acetate layer was washed with water, brine and concentrated in vacuo. The residue was purified on silica gel column (hexane-ethyl acetate 1:1) to provide 9.5 g of 4-(2-pyridylmethoxy)phenylacetic acid methyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05358955 |
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| Source dataset | uspto-grants-1994_10 |
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| ORD ID | ord-f6bb9329708741ddb95239d8cd1ba372 |
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| Source note | uspto-grants-1994_10 |
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