Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2098517Generated: October 29, 2026

4-Methoxybut-1-yne → Tert-butyl 3-(3-(4-methoxybut-1-ynyl)phenyl)propylcarbamate

https://huagongshe.com/reaction/2098517

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methoxybut-1-yneHCID 542152—
ReactantTert-butyl 3-(3-bromophenyl)propylcarbamateHCID 57219374—
ProductTert-butyl 3-(3-(4-methoxybut-1-ynyl)phenyl)propylcarbamateHCID 66743328—

Reaction Steps

Sonogashira reaction of bromide 57 with 4-methoxybut-1-yne gave tert-butyl 3-(3-(4-methoxybut-1-ynyl)phenyl)propylcarbamate as yellow oil. Yield (0.83 g, 77%): 1H NMR (400 MHz, CDCl3) δ 7.22-7.25 (m, 2H), 7.16-7.21 (m, 1H), 7.09 (d, J=7.6 Hz, 1H), 4.51 (bs, 1H), 3.60 (t, J=7.8 Hz, 2H), 3.41 (s, 3H), 3.10-3.16 (m, 2H), 2.69 (t, J=7.0 Hz, 2H), 2.59 (t, J=7.6 Hz, 2H), 1.76-1.84 (m, 2H), 1.44 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450527B2
Source datasetuspto-grants-2013_05
ORD IDord-19cd1e9d91c448f2a0b17033edbe887a
Source noteuspto-grants-2013_05