Methanol → HCID 18328143, compound

1.0 g of 4,5-dihydro-3-methyl-1,4-benzoxazepin-5-one was dissolved in 30 ml of carbon tetrachloride, 910 mg (1.2 equivalents) of N-chlorosuccinimide was added, and the resultant mixture was agitated at 90° C. for 1 hour. This was allowed to cool, then was filtered, the filtrate was concentrated, then the resultant mixture was dissolved in 20 ml of methanol. Further, 0.86 ml (1.1 equivalents) of a methanol solution of 28% sodium methylate was added, then the resultant mixture was agitated at room temperature for 40 minutes. This was concentrated, then water was added, and extraction was performed with methylene chloride. This methylene chloride extract was washed with water and saturated saline and was dried by anhydrous magnesium sulfate, then concentrated. 368 mg of the residue was dissolved in 15 ml of dimethylformamide, then 87 mg (1.2 equivalents) of 60% sodium hydride was added under ice cooling. This was agitated for 30 minutes, then 0.64 ml (1.2 equivalents) of 1,4-dibromobutane was added, then the resultant mixture was agitated at room temperature for 3 hours.

1. temperatureto cool
2. filtrationwas filtered
3. concentrationthe filtrate was concentrated
4. dissolutionthe resultant mixture was dissolved in 20 ml of methanol
5. concentrationThis was concentrated
6. additionwater was added
7. extractionextraction
8. extractionThis methylene chloride extract
9. washwas washed with water and saturated saline
10. dry with materialwas dried by anhydrous magnesium sulfate
11. concentrationconcentrated
12. dissolution368 mg of the residue was dissolved in 15 ml of dimethylformamide

ORD record

ord-37b054bf962e40ab86c64310b8caf3ad

Source dataset

uspto-grants-2002_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06337397B1