Phosphorus oxychloride → HCID 67114181, compound

After adding phosphorous oxychloride (5 mL) and phosphorous pentachloride (0.65 g, 3.13 mmol) to 2,2-dimethyl-3,4-dihydro-2H-benzo[f][1,4]oxazepin-5-one (0.60 g, 3.13 mmol) (refer to the aforementioned Non-Patent Document 3 for a description of the synthesis method) at room temperature, the mixture was refluxed while heating for 5.5 hours. After allowing to cool to room temperature, the mixture was concentrated under reduced pressure and the residue was poured over crushed ice. The aqueous layer was extracted with ethyl acetate (50 mL) and the combined organic layer was washed twice with “saturated aqueous sodium bicarbonate solution (30 mL)+H2O (20 mL) and then with brine (30 mL) followed by drying with magnesium sulfate. After filtering, the solvent was distilled off under reduced pressure to obtain 0.74 g of 5-chloro-2,2-dimethyl-2,3-dihydro-benzo[f][1,4]oxazepine in the form of a brown oily substance. This substance was used in the next reaction without purifying further.

1. customrefer to the aforementioned Non-Patent Document 3 for a description of the synthesis method) at room temperature
2. temperaturethe mixture was refluxed
3. temperaturewhile heating for 5.5 hours
4. concentrationthe mixture was concentrated under reduced pressure
5. additionthe residue was poured
6. customover crushed ice
7. extractionThe aqueous layer was extracted with ethyl acetate (50 mL)
8. washthe combined organic layer was washed twice with “saturated aqueous sodium bicarbonate solution (30 mL)+H2O (20 mL)
9. dry with materialby drying with magnesium sulfate
10. filtrationAfter filtering
11. distillationthe solvent was distilled off under reduced pressure

ORD record

ord-e16e9c33ce41492db6a57371c543d05a

Source dataset

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08557738B2