HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 21310735, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Reactant | HCID 21310736 | HCID 21310736 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Dichloromethane ethylacetate | HCID 21226138 | — |
| Product | HCID 21310735 | HCID 21310735 | — |
Reaction Steps
To a slurry of 1.26 g of N-(2-bromo-6-methoxy-4-nitrophenyl)acetamide and 60 mL of methylene chloride at 0° C., 8.7 mL of 1.0 M BBr3 in methylene chloride was added dropwise. The mixture was slowly warmed to rt. and allowed to react overnight. MeOH was added next morning and allowed to stir for 10 min. TLC(50/50 hexane/EtOAc) showed reaction complete, different conditions(90/10 DCM/EtOAc) showed there to be two products. Added satd. NaHCO3, extracted with EtOAc(2×), dried organic over MgSO4 and conc. in vacuo. Recovered 1.16 g of product, NMR(CDCl3 400 MHz) showed the two products to be desired and 4-bromo-2-methyl-6-nitro-benzooxazole. The product was carried on with no fiuther purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05929094 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-d76d5b35591d4af3b5f4f89a4c489685 |
| Source note | uspto-grants-1999_07 |