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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1384996Generated: November 2, 2026

Boron trifluoride etherate → HCID 46177287, compound

https://huagongshe.com/reaction/1384996

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron trifluoride etherateHCID 8000—
ReactantGenipinHCID 442424—
ReactantSodium BicarbonateHCID 516892—
SolventMethanolHCID 887—
ProductHCID 46177287HCID 46177287—

Reaction Steps

Genipin (5 g, 22.1 mmol) was dissolved with 250 ml of methanol and catalytic amount of trifluoroboron diethylether was added, and stirred for 3 hours, then saturated sodium bicarbonate solution was added to finish the reaction. Under reduce pressure, methanol was removed and extracted with ethylacetate, and dried, filtered and concentrated with anhydous magnesium sulfate. Oily phase of methyl (3aS,7aS)-1-hydroxymethyl-7-methoxy-3,7,3a,7a-tetrahydro-6-oxaindene-4-carboxylate (5.26 g, 7S:7R=1:3) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06262083B1
Source datasetuspto-grants-2001_07
ORD IDord-63c8d32ac56947a6960d2d9a0b109ec6
Source noteuspto-grants-2001_07