HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-methoxy-N-methylbenzo[d]oxazole-5-carboxamide → 1-(5-Benzoxazolyl)-1-propanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-methoxy-N-methylbenzo[d]oxazole-5-carboxamide | HCID 89672883 | — |
| Reactant | HCID 178461630 | HCID 178461630 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(5-Benzoxazolyl)-1-propanone | HCID 119084710 | 12% |
Reaction Steps
EtMgBr (1 M, 2.0 eq, 58 mL) was added to a solution of N-methoxy-N-methylbenzo[d]oxazole-5-carboxamide (6 g, 1.0 eq) in dry THF at 0° C., Once addition was complete, the mixture was stirred for 2 h. The reaction mixture was quenched with saturated NH4Cl and extracted with EtOAc. The extract was dried, concentrated, and purified by column chromatography with petroleum ether:EtOAc=1:1 to give the desired product (0.6 g, 12%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309211B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-01a25f5cac0e4402975c8772552c9f52 |
| Source note | uspto-grants-2016_04 |