Triphenylphosphine → HCID 22494085, compound

HRID 1816574Notes

Reaction equation

HRID 1816574 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][CH:3]=1.CO[C:14]1[CH:19]=[C:18]([O:20][CH2:21]C)[CH:17]=[CH:16][C:15]=1O.[C:24]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=C[CH:25]=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>O1CCCC1>[CH3:21][O:20][C:18]1[CH:19]=[CH:14][CH:15]=[CH:16][C:17]=1[CH2:24][CH2:25][O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:9])([F:10])[F:11])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 678744-(Trifluoromethyl)phenolHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 541070154-Ethoxy-2-methoxyphenol

Product 1

HCID 22494085HCID 22494085, compoundYield 90.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.1 g of 4-hydroxybenzotrifluoride and 1.0 g of 2-methoxyphenetyl alcohol were dissolved in 200 ml tetrahydrofuran. 2.6 g of triphenyl phosphine and 2.0 g of diisopropyl azodicarboxylate were added thereto, followed by stirring at room temperature for 24 hours. After evaporating the solvent, the residue was subjected to silica gel column chromatography, to give 1.6 g of 1-methoxy-2-{2-[4-(trifluoromethyl)phenoxy]ethyl}benzene was obtained from fractions eluted with hexane-ethyl acetate (10:1).

Workup

  1. customAfter evaporating the solvent

Sources & evidence

ORD record
ord-46dd770fbde447c4a782279415b7576f
Source dataset
uspto-grants-2005_04
Patent number
US06884821B1

Reaction notes

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