HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Dibromopropane → methyl 8-chloro-3,4-dihydro-2H-1,5-benzodioxepin-6-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Dibromopropane | HCID 8001 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 5-chloro-2,3-dihydroxybenzoate | HCID 18613685 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | methyl 8-chloro-3,4-dihydro-2H-1,5-benzodioxepin-6-carboxylate | HCID 18613659 | 94.8% |
Reaction Steps
A mixture of intermediate (9) (0.3 mol), 1,3-dibromopropane (0.42 mol) and K2CO3 (0.66 mol) in 2-propanone (500 ml) was stirred and refluxed for 20 hours, then filtered hot and the filtrate was evaporated. The residue was purified by column chromatography over silica gel (eluent : DCM). The desired fractions were collected and the solvent was evaporated. Toluene was added and azeotroped on the rotary evaporator, yielding 69 g of methyl 8-chloro-3,4-dihydro-2H-1,5-benzodioxepin-6- carboxylate (intermediate 10).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06544997B1 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-e353c5c9afc946d0b151dd7b48c448c5 |
| Source note | uspto-grants-2003_04 |