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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454378Generated: October 25, 2026

4-Methyl-1-pentyne → 2,2,2-Trifluoro-n-(3-hydroxy-3-(3-(4-methylpent-1-ynyl)phenyl)propyl)acetamide

https://huagongshe.com/reaction/454378

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methyl-1-pentyneHCID 138948—
ReactantN-(3-(3-bromophenyl)-3-hydroxypropyl)-2,2,2-trifluoroacetamideHCID 57608426—
Product2,2,2-Trifluoro-n-(3-hydroxy-3-(3-(4-methylpent-1-ynyl)phenyl)propyl)acetamideHCID 87081518—

Reaction Steps

Sonogashira reaction of 25 with 4-methyl-pent-1-yne yielded 2,2,2-trifluoro-N-(3-hydroxy-3-(3-(4-methylpent-1-ynyl)phenyl)propyl)acetamide as dark brown oil. Yield (0.94 g, 94%): 1H NMR (400 MHz, CDCl3) δ 7.38 (s, 1H), 7.25-7.35 (m, 3H), 4.86 (m, 1H), 3.67-3.72 (m, 1H), 3.38-3.44 (m, 1H), 2.30 (d, J=6.4 Hz, 2H), 2.28 (bs, 1H), 1.87-1.99 (m, 3H), 1.05 (d, J=6.8 Hz, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492589B2
Source datasetuspto-grants-2013_07
ORD IDord-de1cdd28d314433c99deaa8d14484d1c
Source noteuspto-grants-2013_07