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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1021113Generated: October 30, 2026

4-Pentyn-1-ol → Tert-butyl 3-(3-(5-hydroxypent-1-ynyl)phenyl)propylcarbamate

https://huagongshe.com/reaction/1021113

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Pentyn-1-olHCID 79346—
ReactantTert-butyl 3-(3-bromophenyl)propylcarbamateHCID 57219374—
ProductTert-butyl 3-(3-(5-hydroxypent-1-ynyl)phenyl)propylcarbamateHCID 66742928—

Reaction Steps

Sonogashira reaction of bromide 57 with 4-pentyn-1-ol gave tert-butyl 3-(3-(5-hydroxypent-1-ynyl)phenyl)propylcarbamate as yellow oil. Yield (0.653 g, 59%): 1H NMR (400 MHz, CDCl3) δ 7.17-7.23 (m, 3H), 7.08 (d, J=7.2 Hz, 1H), 4.53 (bs, 1H), 3.83 (t, J=6.0 Hz, 2H), 3.10-3.18 (m, 2H), 2.60 (t, J=7.8 Hz, 2H), 2.54 (t, J=7.0 Hz, 2H), 1.83-1.90 (m, 2H), 1.74-1.82 (m, 2H), 1.44 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716529B2
Source datasetuspto-grants-2014_05
ORD IDord-14612aab01b945beac73648c15f151cd
Source noteuspto-grants-2014_05