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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1398082Generated: November 3, 2026

Triethylamine → HCID 178453985, compound

https://huagongshe.com/reaction/1398082

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBis(2-bromoethyl) etherHCID 21521—
ReactantHCID 178419079HCID 178419079—
SolventDimethylformamideHCID 6228—
ProductHCID 178453985HCID 17845398570%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 21.43 g (0.1 mol) of tert-butyl N-(trans-4-aminocyclohexyl)carbamate in 250 mL of N,N-dimethylformamide were added 16.76 mL (0.12 mol) of bis(2-bromoethyl)ether and 34.85 mL (0.25 mol) of triethylamine, and the mixture was stirred for 6 hours at 70° C. Then solvent was removed under reduced pressure and the residue was treated with ethyl acetate. The organic layer was washed with sodium carbonate aqueous solution and saturated saline solution, then, dried over with anhydrous sodium sulfate. The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography (eluent: chloroform alone to chloroform/methanol=30/1) to give 19.92 g (70%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901315B2
Source datasetuspto-grants-2014_12
ORD IDord-bb8fb3002667436cb2f78bd65119d14e
Source noteuspto-grants-2014_12