Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diethyl Malonate | HCID 7761 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Bromo-1,5-difluoro-3-methoxybenzene | HCID 22172577 | — |
| Catalyst | copper(I) bromide | HCID 24593 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86594064 | HCID 86594064 | 58.2% |
Reaction Steps
Diethyl malonate (0.49 mol) was added to a mixture of sodium hydride (0.51 mol) and 1,4-dioxane (140 ml) at 60° C. within 2 hours. The mixture was stirred for 10 minutes at 60° C. and copper (I) bromide (0.05 mol) was added. After 15 minutes, a mixture of 2-methoxy-4,6-difluorobromobenzene (0.25 mol) and 1,4-dioxane (10 ml) was added. The reaction mixture was stirred at about 100° C. for about 15 hours. After cooling to about 15 to 20° C. 35 ml of 12N hydrochloric acid were added. The precipitate was filtered off. The filtrate was extracted with diethyl ether. The organic phase was separated, dried and filtered. The filtrate was evaporated to yield 44 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07038047B2 |
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| Source dataset | uspto-grants-2006_05 |
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| ORD ID | ord-9ca3d1e692f74b87b003965e2c73838b |
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| Source note | uspto-grants-2006_05 |
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