3,4-Dimethoxystyrene → 2-(3,4-dimethoxyphenyl)oxirane

HRID 327333Notes

Reaction equation

HRID 327333 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[CH:6]=[CH2:7].C(=O)([O-])[OH:14].[Na+].Cl[O-].[Na+]>[Cl-].C([N+](CCCC)(CCCC)CCCC)C1C=CC=CC=1.[Ni].ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][CH3:12])[CH:6]1[O:14][CH2:7]1

Participants

7

Reactant 3

HCID 614003,4-DimethoxystyreneHCID 516892Sodium BicarbonateHCID 23665760Sodium Hypochlorite

Product 1

HCID 104197742-(3,4-dimethoxyphenyl)oxirane

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 159952Benzyltributylammonium chlorideCatalystHCID 6344DichloromethaneSolvent

Procedure

Mixture: 27.2 g (160 mmol) of 3,4-dimethoxystyrene, 600 ml of dichloromethane, 220 ml of sodium hydrogen carbonate solution, 7.1 g of benzyltributylammonium chloride, 1.15 g (3.5 mmol) of nickel-salene, 900 ml of 13% strength sodium hypochlorite solution.

Sources & evidence

ORD record
ord-14b2dcd30bf5415b8cbc916c6995beea
Source dataset
uspto-grants-1993_12
Patent number
US05272270

Reaction notes

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