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ChemicalBook CAS DataBase List ETHYL [BIS(2,2,2-TRIFLUOROETHOXY)PHOSPHINYL]ACETATE
124755-24-4

ETHYL [BIS(2,2,2-TRIFLUOROETHOXY)PHOSPHINYL]ACETATE synthesis

4synthesis methods
To stirred solution of 18-crown-6 (4.40 g, 16.65 mmol), THF (20 mL), and bis (2,2,2-trifluoroethyl) phosphite (1) (0.55 mL, 3.75 mmol), KHMDS (8.0 mL, 4.00 mmol, 0.5 M in toluene) was added via syringe in a dropwise manner at -78 oC. Ethyl chloroacetate (0.35 mL, 3.30 mmol) was added to the flask after 15 min. The reaction flask was allowed to warm to room temperature and stir for 4 hr. After standard workup procedure, the crude product was then purified by flash column chromatography (2:1-1:1 hexanes:EtOAc, Rf = 0.25 in 2:1 hexanes:EtOAc) yielding Ethyl [bis(2,2,2-trifluoroethoxy)phosphinyl]acetate (808 mg, 2.43 mmol, 73.4%) as a yellow syrup.
-

Yield:-

Steps:

Multi-step reaction with 2 steps
1: n-BuLi, HMDS / hexane; tetrahydrofuran / 0.5 h / -78 - 0 °C
2: aq. HCl

References:

Patois;Savignac;About-Jaudet;Collignon [Synthetic Communications,1991,vol. 21,# 22,p. 2391 - 2396]

FullText

ETHYL [BIS(2,2,2-TRIFLUOROETHOXY)PHOSPHINYL]ACETATE Related Search: