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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1907777Generated: November 4, 2026

Phosphorus oxychloride → (E)-Methyl 11-chlorodibenzo[b,f][1,4]oxazepine-8-carboxylate

https://huagongshe.com/reaction/1907777

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantMethyl 11-oxo-10,11-dihydrodibenzo[b,f][1,4]oxazepine-8-carboxylateHCID 59737222—
Product(E)-Methyl 11-chlorodibenzo[b,f][1,4]oxazepine-8-carboxylateHCID 58875660100%

Reaction Conditions

Temperature100 °C

Reaction Steps

Compound 548 (1.00 g, 3.71 mmol)) was suspended in POCl3 (20 mL). The reaction mixture was stirred at 100° C. for 3 h. POCl3 was removed on rotovap. The crude product was dissolved in ethyl acetate and washed with 2M Na2CO3 solution then with NaHCO3 saturated solution and finally with brine. The organic layer was separated and dried with Na2SO4, filtered and concentrated via rotary evaporation to afford compound 549 (1.069 g, 100%) as a orange solid that was taken on without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598168B2
Source datasetuspto-grants-2013_12
ORD IDord-185d9d493deb44baac8f63ab34c284a5
Source noteuspto-grants-2013_12