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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658840Generated: October 25, 2026

3-Isopropyl-4-methyl-1-pentyn-3-ol → 2,2,2-trifluoro-N-(3-(3-(3-hydroxy-3-isopropyl-4-methylpent-1-ynyl)phenyl)propyl)acetamide

https://huagongshe.com/reaction/658840

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Isopropyl-4-methyl-1-pentyn-3-olHCID 220090—
ReactantN-(3-(3-bromophenyl)propyl)-2,2,2-trifluoroacetamideHCID 57608389—
Product2,2,2-trifluoro-N-(3-(3-(3-hydroxy-3-isopropyl-4-methylpent-1-ynyl)phenyl)propyl)acetamideHCID 86628452—

Reaction Steps

Coupling of 3-isopropyl-4-methylpent-1-yn-3-ol with bromide 10 following the method used in Example 13 gave 2,2,2-trifluoro-N-(3-(3-(3-hydroxy-3-isopropyl-4-methylpent-1-ynyl)phenyl)propyl)acetamide as a pale yellow oil. Yield (1.375 g, 66%): 1H NMR (400 MHz, DMSO-d6) δ 9.40 (br s, 1H), 7.26 (t, J=7.6 Hz, 1H), 7.17-7.22 (m, 3H), 4.81 (s, 1H), 3.17 (q, J=6.8 Hz, 2H), 2.56 (t, J=8.0 Hz, 2H), 1.86 (quint, J=6.8 Hz, 2H), 1.76 (quint, J=7.6 Hz, 2H) 0.99 (d, J=6.8 Hz, 6H), 0.94 (d, J=6.8 Hz, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076516B2
Source datasetuspto-grants-2011_12
ORD IDord-e4f18aa97600440188d6f06fcd581cb1
Source noteuspto-grants-2011_12