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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2165219Generated: November 1, 2026

Sodium Chloride → HCID 15679123, compound

https://huagongshe.com/reaction/2165219

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantDimethylformamideHCID 6228—
ReactantHCID 15679122HCID 15679122—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 15679123HCID 15679123—

Reaction Conditions

Temperature-55 °C

Reaction Steps

13 g of 2-[(2,3,5,6-tetrafluorophenyl)-methoxy]-tetra hydropyran in 200 ml of tetrahydrofuran were cooled to -60 C. and 35.1 ml of butyllithium (1,6M) in hexane were added dropwise over the course of 30 minutes. The mixture was stirred for 1 hour at -55° C. and 5 ml of dimethylformamide dissolved in 10 ml of tetrahydrofuran were added over the course of 5 minutes. The mixture was stirred for 1/2hours at this temperature and 50 ml of a saturated aqueous sodium chloride solution were added. Extraction was carried out with isopropyl ether and the extract was dried and the solvents removed under reduced pressure to obtain 14.4 g of the expected product which was used as is in the following step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04939172
Source datasetuspto-grants-1990_07
ORD IDord-37e41c98c81d4329b13dbbb6fb7a0879
Source noteuspto-grants-1990_07