(1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol → 2-[(1R,2S)-2-(2,4-difluorophenyl)-2,3-epoxy-1-methylpropyl]-4-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-3(2H,4H)-1,2,4-triazolone

Participants

Role	Name	HCID	Charge
Reactant	(1S)-[(2R)-(2,4-difluorophenyl)-2-oxiranyl]ethanol	HCID 10631861	—
Reactant	4-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-3(2H,4H)-1,2,4-triazolone	HCID 10707639	—
Product	2-[(1R,2S)-2-(2,4-difluorophenyl)-2,3-epoxy-1-methylpropyl]-4-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-3(2H,4H)-1,2,4-triazolone	HCID 10647587	53.8%

Reaction Steps

In the same manner as in Reference Example 5, starting from 1.0 g of (1S)-1-[(2R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethanol and 1.11 g of 4-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-3(2H,4H)-1,2,4-triazolone, 2-[(1R,2S)-2-(2,4-difluorophenyl)-2,3-epoxy-1-methylpropyl]-4-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-3(2H,4H)-1,2,4-triazolone (0.99 g) was obtained as a colorless oil. IR ν cm-1 (film): 1699, 1619, 1600, 1554, 1510, 1400.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05371101
Source dataset	uspto-grants-1994_12
ORD ID	ord-c31df575e7f34a178a1aa22bdf72a948
Source note	uspto-grants-1994_12