Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium Formate | HCID 2723810 | — |
| Reactant | HCID 21866606 | HCID 21866606 | — |
| Catalyst | HCID 178419050 | HCID 178419050 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 21866786 | HCID 21866786 | — |
Reaction Steps
N,N-Dimethylformamide (30 ml) was added to 9.48 g of 1-bromo-3-{[5-methyl-2-(p-tolyl)oxazol-4-yl]methyl}benzene, 2.83 g of sodium formate and 0.97 g of bis(triphenylphosphine)palladium (II) dichloride, and the mixture was stirred for 9 hours at 110° C. under bubbling carbon monoxide. To the reaction solution was added water, and extracted with ethyl acetate, filtered to remove insolubles, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by silica gel column chromatography (Wakogel® C-200, n-hexane:ethyl acetate=4:1) to provide 3.58 g of the objective compound as colorless crystals. M.p. 98–99° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07030143B2 |
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| Source dataset | uspto-grants-2006_04 |
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| ORD ID | ord-25cf827c41c847f8949392a5ad2343a6 |
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| Source note | uspto-grants-2006_04 |
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