Dimethyldioxirane → 8-Benzyloxy-3-methyl5-oxiranyl-1H-quinolin-2-one

HRID 562810

Reaction equation

HRID 562810 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH:21]=[CH2:22])=[C:13]2[C:18]=1[NH:17][C:16](=[O:19])[C:15]([CH3:20])=[CH:14]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC1(C)O[O:25]1>CC(C)=O>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH:21]2[CH2:22][O:25]2)=[C:13]2[C:18]=1[NH:17][C:16](=[O:19])[C:15]([CH3:20])=[CH:14]2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 115197DimethyldioxiraneHCID 224991788-Benzyloxy-3-methyl-5-vinyl-1H-quinolin-2-one

Product 1

HCID 574942318-Benzyloxy-3-methyl5-oxiranyl-1H-quinolin-2-one

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To 8-benzyloxy-3-methyl-5-vinyl-1H-quinolin-2-one (300 mg) is added to a 0.1M solution of dimethyldioxirane in acetone (12.4 mL). After stirring at room temperature for 2 hours, the solvent is removed in vacuo to yield the product.

Workup

  1. customthe solvent is removed in vacuo
  2. customto yield the product

Sources & evidence

ORD record
ord-3b06ed7260654a95b9d202fd1a4993f3
Source dataset
uspto-grants-2011_11
Patent number
US08067437B2

Linked notes

Loading…