HCID 86723802, compound → 7-bromo-6-methyl-3,4-dihydro-1,4-benzoxazepin-5(2H)-one

HRID 577577Notes

Reaction equation

HRID 577577 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:11][CH2:10][CH2:9][N:8](CC3C=CC(OC)=CC=3)[C:7](=[O:21])[C:6]=2[C:22]=1[CH3:23]>C(O)(C(F)(F)F)=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:11][CH2:10][CH2:9][NH:8][C:7](=[O:21])[C:6]=2[C:22]=1[CH3:23]

Participants

3

Reactant 1

HCID 86723802HCID 86723802, compound

Product 1

HCID 867238037-bromo-6-methyl-3,4-dihydro-1,4-benzoxazepin-5(2H)-oneYield 63.3%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A mixture of 7-bromo-4-(4-methoxybenzyl)-6-methyl-3,4-dihydro-1,4-benzoxazepin-5(2H)-one (130c, 2.8 g, 7.4 mmol) in TFA (30 mL) was refluxed for 14 hours. The reaction mixture was concentrated under vacuum. The residue was purified by column chromatography (petroleum ether/EtOAc, 3/1) to give 7-bromo-6-methyl-3,4-dihydro-1,4-benzoxazepin-5(2H)-one (7-bromo-6-methyl-3,4-dihydro-1,4-benzoxazepin-5(2H)-one (130d, 1.2 g, 63%) as a brown solid.

Workup

  1. temperaturewas refluxed for 14 hours
  2. concentrationThe reaction mixture was concentrated under vacuum
  3. customThe residue was purified by column chromatography (petroleum ether/EtOAc, 3/1)

Sources & evidence

ORD record
ord-0f6a31b826034ecc8d1e61cbec3516ae
Source dataset
uspto-grants-2015_05
Patent number
US09040515B2

Reaction notes

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