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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1360392Generated: October 27, 2026

Phenol → N-[(1R)-2-methyl-1-(phenoxymethyl)propyl]-4-(trifluoromethyl)aniline

https://huagongshe.com/reaction/1360392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant(2R)-3-methyl-2-{[4-(trifluoromethyl)phenyl]amino}butan-1-olHCID 66968920—
SolventTetrahydrofuranHCID 8028—
ProductN-[(1R)-2-methyl-1-(phenoxymethyl)propyl]-4-(trifluoromethyl)anilineHCID 669692173.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

(2R)-3-Methyl-2-{[4-(trifluoromethyl)phenyl]amino}butan-1-ol (50 mg, 0.201 mmol), which is the compound obtained in Step 1 of Example 2, phenol (19 mg) and triphenylphosphine (63 mg) were dissolved in tetrahydrofuran (1 mL), and after cooling to 0° C., diisopropyl azodicarboxylate (0.13 mL) was added dropwise. The mixture was stirred overnight at 50° C. and purified by purification step A to give the title compound (2.18 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879863B2
Source datasetuspto-grants-2011_02
ORD IDord-5664b5bc77c349a9aa7539638b57d93d
Source noteuspto-grants-2011_02