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ChemicalBook CAS DataBase List 2,3,4,5-Tetrahydro-1,5-benzoxazepine
7160-97-6

2,3,4,5-Tetrahydro-1,5-benzoxazepine synthesis

11synthesis methods
-

Yield:7160-97-6 100%

Reaction Conditions:

Stage #1: 2,3,4,5-tetrahydro-1,5-benzoxazepin-4-onewith borane-THF in tetrahydrofuran at 70; for 4 h;
Stage #2: with sodium hydroxide;water in ethyl acetate;

Steps:

2.M

6,7-Dihydro-9H-5-oxa-9-aza-benzocyclohepten-8-one (0.13 g, 0.8 mmol) was dissolved in THF and to this solution was added a 1 M solution of borane in THF(1.59 ml_, 1.6 mmol). The mixture was heated at 70 0C for 2 hrs. At this time a further portion of borane solution (1.59 ml_, 1.6 mmol) was added and heating was continued for another 2 hrs. The solvent was evaporated at this point and the residue was dissolved in ethyl acetate. Extraction of the solution with 1 M sodium hydroxide solution and then brine afforded an organic layer that was dried over anhydrous sodium sulfate. The filtrate was evaporated to afford 6,7,8,9-tetrahydro-5-oxa-9-aza- benzocycloheptene 2-4 (0.15 g, 100%) that was used without further purification. MS: 150.0 (M+H)+; tR = 0.57 min (method 1 ).

References:

WO2008/124614,2008,A1 Location in patent:Page/Page column 45-46