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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1667649Generated: October 31, 2026

Hydrochloric Acid → HCID 67442988, compound

https://huagongshe.com/reaction/1667649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantDiethyl (cyanomethyl)phosphonateHCID 75676—
ReactantHCID 58007939HCID 58007939—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67442988HCID 6744298870%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of lithium hydroxide (101 mg, 2.40 mmol), diethyl cyanomethylphosphonate (390 mg, 2.20 mmol) and tetrahydrofuran (20 ml) was stirred at 70° C. for 30 minutes under argon atmosphere. After the reaction mixture was cooled to room temperature, 4-[4-(tert-butyl)benzyloxy]-4′-(trifluoromethoxy)biphenyl-3-carbaldehyde (compound of Example 4 (2); 857 mg, 2.00 mmol) was added, and the mixture was stirred at room temperature for 4 hours. 1N Hydrochloric acid was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel (n-hexane:ethyl acetate=10:1) to give the title compound (631 mg, 70.0%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044236B2
Source datasetuspto-grants-2011_10
ORD IDord-b8b4788c684341afa39f3fb0170866fb
Source noteuspto-grants-2011_10