Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 610908Generated: October 25, 2026

Triethylamine → 2-Chloro-n-ethyl-n-(1-methylheptyl)-6-(trimethylsilyl)benzamide

https://huagongshe.com/reaction/610908

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Heptanamine, 1-methyl, N-ethylHCID 525053—
Reactant2-Chloro-6-(trimethylsilyl)benzoyl chlorideHCID 15183557—
SolventTolueneHCID 1140—
Product2-Chloro-n-ethyl-n-(1-methylheptyl)-6-(trimethylsilyl)benzamideHCID 1863014438%

Reaction Steps

Triethylamine (2.02 g, 20 mmol) was added to a mixture of the compound of Example b (2.47 g, 10 mmol) and N-ethyl-N-(1-methylhept-1-yl)amine (3.15 g, 20 mmol) in toluene (25 mL). The reaction was stirred 2.5 h at ambient temperature, then was partitioned between ethyl acetate and dilute citric acid. The organic phase was washed twice with sat aq NaHCO3, followed with brine, then was dried (MgSO4), concentrated, and kugelrohr distilled under vacuum. The fraction which distilled at 157° C. was collected to afford 1.16 g of the title compound as an amber oil, a 38% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05998466
Source datasetuspto-grants-1999_12
ORD IDord-0c5cadf687cb49138e072c7e031be4a3
Source noteuspto-grants-1999_12