4-Nitrophenol → 4-(1-Trifluoromethylethoxy)phenol

Reaction equation

CS([O:5][CH:6]([C:8]([F:11])([F:10])[F:9])[CH3:7])(=O)=O.[N+]([C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=1)([O-])=O>>[F:9][C:8]([F:11])([F:10])[CH:6]([O:5][C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=1)[CH3:7]

Participants

Reactant 2

HCID 9804-Nitrophenol

HCID 156290151-Trifluoromethylethyl methanesulfonate

Product 1

HCID 198165474-(1-Trifluoromethylethoxy)phenol

Procedure

Following the above procedures, 1-trifluoromethylethyl methanesulfonate is reacted with 4-nitrophenol to give 4-(1-trifluoromethylethoxy)phenol, which is then reacted with ethyl N-(2-chloroethyl)carbamate to give ethyl N-{2-[4-(1-trifluoromethylethoxy)phenoxy]ethyl}carbamate (compound 29, Table A).

Sources & evidence

ORD record: ord-9aaa45ff8b5f4186b20f1814427c8412
Source dataset: uspto-grants-1991_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05037991

Reaction notes

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