4-Ethylguaiacol → 2-(Benzyloxy)-4-ethyl-1-(2-fluoro-4-nitrophenoxy)benzene

HRID 1023944Notes

Reaction equation

HRID 1023944 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1F.COC1C=C(CC)C=CC=1O.[CH2:23]([O:30][C:31]1[CH:36]=[C:35]([CH2:37][CH3:38])[CH:34]=[CH:33][C:32]=1[OH:39])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[CH2:23]([O:30][C:31]1[CH:36]=[C:35]([CH2:37][CH3:38])[CH:34]=[CH:33][C:32]=1[O:39][C:7]1[CH:6]=[CH:5][C:4]([N+:9]([O-:11])=[O:10])=[CH:3][C:2]=1[F:1])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

4

Reactant 3

HCID 624654-EthylguaiacolHCID 1230531,2-Difluoro-4-nitrobenzeneHCID 591912432-(Benzyloxy)-4-ethylphenol

Product 1

HCID 591912382-(Benzyloxy)-4-ethyl-1-(2-fluoro-4-nitrophenoxy)benzeneYield 107.6%

Procedure

According to the procedure of example 20(a) except substituting 1-fluoro-4-nitro-2-(trifluoromethyl)benzene for 3,4-difluoronitrobenzene (30.5 g; 192 mmol), and 2-methoxy-4-ethylphenol for 2-(benzyloxy)-4-ethylphenol (33.6 g; 147 mmol) the title compound (58.1 g; 100%) was prepared as a brown oil, used without further purification.

Sources & evidence

ORD record
ord-3b35319e4d924d26a408e59cd5cb1702
Source dataset
uspto-grants-2014_05
Patent number
US08722746B2

Reaction notes

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