2-Bromopropane → 10-Isopropyl-dibenz(b,f)(1,4)oxazepin-11-(10H)-one

HRID 1898863Notes

Reaction equation

HRID 1898863 reaction equation
[CH:1]1[C:6]2[C:7](=[O:16])[NH:8][C:9]3[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=3[O:11][C:5]=2[CH:4]=[CH:3][CH:2]=1.[CH3:17][CH:18](Br)[CH3:19].[H-].[Na+]>CN(C)C=O>[CH:18]([N:8]1[C:7](=[O:16])[C:6]2[CH:1]=[CH:2][CH:3]=[CH:4][C:5]=2[O:11][C:10]2[CH:12]=[CH:13][CH:14]=[CH:15][C:9]1=2)([CH3:19])[CH3:17]

Participants

5

Reactant 3

HCID 63582-BromopropaneHCID 24758Sodium hydrideHCID 72374O-(o-Aminophenoxy)benzoic acid lactam

Product 1

HCID 45391810-Isopropyl-dibenz(b,f)(1,4)oxazepin-11-(10H)-oneYield 37%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following the proceedure described in Example 1, 3.0 grams of 10H-dibenz[b,f][1,4]oxazepin-11-one and 3.7 grams of 2-propyl bromide were reacted in the presence of 0.82 grams of a 50% dispersion of sodium hydride in mineral oil and 50 ml of dry dimethylformamide. The product was purified on the silica gel column (ethyl acetate/hexane, 1:4). The resulting oil was dissolved in petroleum ether which on standing gave 1.33 grams (30% of theory) of 10-isopropyl-10H-dibenz[b,f][1,4]oxazepin-11-one as colorless needles, m.p. 102°-103° C.

Workup

  1. customThe product was purified on the silica gel column (ethyl acetate/hexane, 1:4)
  2. dissolutionThe resulting oil was dissolved in petroleum ether which

Sources & evidence

ORD record
ord-c7512306f97d4da3b2e44468b48ec8e2
Source dataset
uspto-grants-1996_11
Patent number
US05571806

Reaction notes

Loading…