Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1988206Generated: November 4, 2026

Ammonium Chloride → Butanoic acid, 2-hydroxy-2-(trifluoromethyl)-, ethyl ester

https://huagongshe.com/reaction/1988206

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantEthyl 3,3,3-trifluoro-2-oxopropanoateHCID 2737239—
ReactantHCID 178461630HCID 178461630—
SolventDiethyl EtherHCID 3283—
ProductButanoic acid, 2-hydroxy-2-(trifluoromethyl)-, ethyl esterHCID 57437841—

Reaction Steps

To a −78° C. solution of ethyl trifluoropyruvate (129.0 g 758 mmol) in ether was added dropwise within 90 min a solution of EtMgBr 3.0 M in ether (252 mL). The solution was brought over one 1 h to ca. −10° C. and poured over 2 L of saturated NH4Cl. The layers were separated and the aqueous phase extracted with ether (3×500 mL). The organic phases were combined, dried over MgSO4 and the solvent removed. Distillation at 50-65° C. (30 mm Hg) gave the title compound. 1H NMR (400 MHz, acetone-d6): δ 5.4 (s, 1H), 4.35 (q, 2H), 2.07 (m, 1H), 1.83 (m, 1H), 1.3 (t, 3H) and 0.93 (t, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07553973B2
Source datasetuspto-grants-2009_06
ORD IDord-6f8b6da1c94d4267ac1cf42488feda7f
Source noteuspto-grants-2009_06