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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2201664Generated: October 29, 2026

Triethylamine → HCID 86723565, compound

https://huagongshe.com/reaction/2201664

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzyl chloroformateHCID 10387—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantCyclohexanecarboxamide, 4-methylene-HCID 57762762—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86723565HCID 8672356535.7%

Reaction Steps

Compound 8-3 (9.5 g, 0.068 mol) was dissolved in 300 mL of THF, and lithium aluminium hydride (2.62 g, 0.069 mol) was added slowly at −10° C. After the addition, reacted at room temperature for 2 hours, and added 5 mL of water after completion of the reaction of raw materials, suction filtered through Celite and the filtrate was concentrated to give an oil. The obtained oil and triethylamine (10.7 mL, 0.075 mol) were dissolved in 100 mL of DCM, and added dropwise benzyl chloroformate (11.6 g, 0.068 mol) slowly at −10° C., then further reacted for 2 hours at room temperature after the addition was completed. The reaction mixture was washed with 100 mL of water and 100 mL of saturated brine once respectively, dried and concentrated and purified by column chromatography (petroleum ether/ethyl acetate=10:1) to give Compound 8-4 as a white solid (6.3 g, yield 35.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365499B2
Source datasetuspto-grants-2016_06
ORD IDord-f2caf040569a4134b7b4fc156e03985e
Source noteuspto-grants-2016_06