5-[2-Chloro-4-(trifluoromethyl)phenoxy]-2-nitrophenol → HCID 19008592, compound

HRID 1742200Notes

Reaction equation

Br[CH2:2][CH:3]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5].ClC1C=C(C(F)(F)F)C=CC=1OC1C=CC([N+]([O-])=O)=C(O)C=1.ClC1C=C(C(F)(F)F)C=C(Cl)C=1OC1C=CC([N+]([O-])=O)=C(O)C=1.[Cl:59][C:60]1[CH:76]=[C:75]([C:77]([F:80])([F:79])[F:78])[CH:74]=[C:73]([F:81])[C:61]=1[O:62][C:63]1[CH:64]=[CH:65][C:66]([N+:70]([O-:72])=[O:71])=[C:67]([OH:69])[CH:68]=1.ClC1C=C(C(F)(F)F)C=CC=1OC1C=CC([N+]([O-])=O)=C(C=1)OC(C)(C(OCC)=O)C(OCC)=O>>[Cl:59][C:60]1[CH:76]=[C:75]([C:77]([F:80])([F:79])[F:78])[CH:74]=[C:73]([F:81])[C:61]=1[O:62][C:63]1[CH:64]=[CH:65][C:66]([N+:70]([O-:72])=[O:71])=[C:67]([CH:68]=1)[O:69][C:3]([CH3:2])([C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

Reactant 5

HCID 1620645-[2-Chloro-4-(trifluoromethyl)phenoxy]-2-nitrophenol

HCID 12813015HCID 12813015, compound

HCID 13198655Diethyl (bromomethyl)propanedioate

HCID 14878506HCID 14878506, compound

HCID 19008607HCID 19008607, compound

Product 1

HCID 19008592HCID 19008592, compound

Procedure

Similarly by using diethyl bromomethylmalonate in place of diethyl bromomalonate, and carrying out the reaction with 5-(2-chloro-4-trifluoromethylphenoxy)-2-nitrophenol, 5-(2,6-dichloro-4-trifluoromethylphenoxy)-2-nitrophenol or 5-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)-2-nitrophenol, diethyl 2-[5-(2-chloro-4-trifluoromethylphenoxy)-2-nitrophenoxy]-2-methylmalonate (IV-2), diethyl 2-[5-(2,6-dichloro-4-trifluoromethylphenoxy)- 2-nitrophenxoy]-2-methylmalonate (IV-3) and diethyl 2-[5-(2-chloro-6-fluoro-4-trifluoro methylphenoxy)-2-nitrophenoxy]-2-methylmalonate (IV-4) were obtained. The physical properties of these compounds are shown in Table 2.

Sources & evidence

ORD record: ord-f9eccdb98c8e45a0bd2f35d27cc915da
Source dataset: uspto-grants-1994_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05338719

Reaction notes

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