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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 749400Generated: October 30, 2026

Diethyl Ether → Boron trifluoride etherate

https://huagongshe.com/reaction/749400

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantBoron trifluorideHCID 6356—
ReactantSparteineHCID 644020—
ReactantCID 53628100HCID 178418400—
ProductBoron trifluoride etherateHCID 800083%

Reaction Steps

Scheme 4 provides an example of an embodiment of the process shown in Scheme 3. In this particular embodiment, the chiral diamine is (−)-sparteine, the organometallic compound is an organolithium compound, and more concretely it is s-BuLi, the solvent is Et2O, the strained cyclic ether is the epoxide ethylene oxide, the Lewis acid is BF3, provided as BF3.Et2O, m=1, and n=3. A compound of formula (Ia) in Scheme 4 can be characterized as being the enantiomer (+)-(R) because it is obtained in an ee of at least 80%, and in some embodiments about 82%. A compound of formula (Ia) was obtained in embodiments of this invention with a yield of about 83% and ee of about 82%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07402670B2
Source datasetuspto-grants-2008_07
ORD IDord-9b78f1bd0be94444845d51c5656e9672
Source noteuspto-grants-2008_07