Methyl iodide → 2-Methoxy-5-nitro-1-(prop-2-en-1-yl)-3-(trifluoromethoxy)benzene

HRID 638931Notes

Reaction equation

HRID 638931 reaction equation
[CH2:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[C:6]([O:13][C:14]([F:17])([F:16])[F:15])[C:5]=1[OH:18])[CH:2]=[CH2:3].[CH3:19]I>>[CH2:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[C:6]([O:13][C:14]([F:16])([F:17])[F:15])[C:5]=1[O:18][CH3:19])[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 686862104-Nitro-2-(prop-2-en-1-yl)-6-(trifluoromethoxy)phenol

Product 1

HCID 686838692-Methoxy-5-nitro-1-(prop-2-en-1-yl)-3-(trifluoromethoxy)benzene

Procedure

1-Allyl-2-methoxy-5-nitro-3-trifluoromethoxybenzene was prepared from 2-allyl-4-nitro-6-trifluoromethoxyphenol and methyl iodide by following Method C. The reaction was conducted at room temperature for 17 h. The residue was purified by flash column chromatography on silica gel using EtOAc:hexanes (0-5%) as an eluent to give 1-allyl-2-methoxy-5-nitro-3-trifluoromethoxybenzene in 52% yield.

Workup

  1. customThe residue was purified by flash column chromatography on silica gel

Sources & evidence

ORD record
ord-f9dbb15384af44aa8c804193e9c4f475
Source dataset
uspto-grants-2010_04
Patent number
US07691843B2

Reaction notes

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