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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 850875Generated: November 1, 2026

Trifluoroacetic acid → a-(RS)-ethyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-methylamine trifluoroacetate

https://huagongshe.com/reaction/850875

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant2-(1-Chloropropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 19364640—
SolventTetrahydrofuranHCID 8028—
Producta-(RS)-ethyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-methylamine trifluoroacetateHCID 1936470916.9%

Reaction Steps

10 ml (10 mmol) of 1M lithium bis(trimethylsilyl)amide in tetrahydrofuran were added dropwise to a solution of 2.03 g (9.9 mmol) of 2-[1(RS)-chloropropyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane in 20 ml tetrahydrofuran under a nitrogen atmosphere at -78° C. The solution was then stirred overnight at room temperature. The solvent was removed by evaporation and the residue was taken up in diethyl ether. Insoluble material was removed by filtration and the filtrate was cooled to 0° C. 2.3 ml (30 mmol) of trifluoroacetic acid were added and the solution was stirred at 0° C. for 30 minutes. The resulting precipitate was filtered off and dried to give 0.5 g of a-(RS)-ethyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-methylamine trifluoroacetate as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06018020
Source datasetuspto-grants-2000_01
ORD IDord-a5a7ab3bfc314ae9a2a1565e5c29f2cc
Source noteuspto-grants-2000_01