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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626219Generated: October 25, 2026

N-methoxy-N-methylbenzo[d]oxazole-5-carboxamide → 1-(5-Benzoxazolyl)-1-propanone

https://huagongshe.com/reaction/626219

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methoxy-N-methylbenzo[d]oxazole-5-carboxamideHCID 89672883—
ReactantHCID 178461630HCID 178461630—
SolventTetrahydrofuranHCID 8028—
Product1-(5-Benzoxazolyl)-1-propanoneHCID 11908471012%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309211B2
Source datasetuspto-grants-2016_04
ORD IDord-01a25f5cac0e4402975c8772552c9f52
Source noteuspto-grants-2016_04