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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1027758Generated: October 26, 2026

Trifluoroacetic acid → (4Z,7Z,10Z,13Z,16Z,19Z)-N-(2-aminoethyl)-N-methyldocosa-4,7,10,13,16,19-hexaenamide

https://huagongshe.com/reaction/1027758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium CarbonateHCID 10340—
Reactanttert-butyl 2-((4Z,7Z,10Z,13Z,16Z,19Z)-N-methyldocosa-4,7,10,13,16,19-hexaenamido)ethylcarbamateHCID 86639146—
SolventDichloromethaneHCID 6344—
Product(4Z,7Z,10Z,13Z,16Z,19Z)-N-(2-aminoethyl)-N-methyldocosa-4,7,10,13,16,19-hexaenamideHCID 5919334197.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of tert-butyl 2-((4Z,7Z,10Z,13Z,16Z,19Z)-N-methyldocosa-4,7,10,13,16,19-hexaenamido)ethylcarbamate (1.71 g, 3.5 mmol)) in dichloromethane (50 mL) at 0° C. was slowly added TFA (17 mL). The mixture was stirred (0° C., 2 h) basified to pH 10 with saturated aqueous Na2CO3 and extracted with EA (3×150 mL). The combined organic layers were dried over MgSO4 and concentrated under reduced pressure to afford (4Z,7Z,10Z,13Z,16Z,19Z)-N-(2-aminoethyl)-N-methyldocosa-4,7,10,13,16,19-hexaenamide (1.31 g, 97%) as a light yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735378B2
Source datasetuspto-grants-2014_05
ORD IDord-53edd21305d4415c81d9d710e3ede2e8
Source noteuspto-grants-2014_05