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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658847Generated: October 27, 2026

Phenylacetylene → Tert-butyl 3-hydroxy-3-(3-(phenylethynyl)phenyl)propylcarbamate

https://huagongshe.com/reaction/658847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylacetyleneHCID 10821—
ReactantTert-butyl 3-(3-bromophenyl)-3-hydroxypropylcarbamateHCID 57608439—
ProductTert-butyl 3-hydroxy-3-(3-(phenylethynyl)phenyl)propylcarbamateHCID 66742835—

Reaction Steps

Sonogashira reaction of 39 with ethynylbenzene gave tert-butyl 3-hydroxy-3-(3-(phenylethynyl)phenyl)propylcarbamate as brown oil. Yield (0.911 g, 85%): 1H NMR (400 MHz, CDCl3) δ 7.51-7.55 (m, 3H), 7.42-7.44 (m, 1H), 7.30-7.37 (m, 5H), 4.87 (bs, 1H), 4.74-4.76 (m, 1H), 3.46-3.51 (m, 1H), 3.41 (bs, 1H), 3.13-3.19 (m, 1H), 1.79-1.88 (m, 2H), 1.44 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076516B2
Source datasetuspto-grants-2011_12
ORD IDord-fadbb68bd454466fa5ddcee6b969b9d3
Source noteuspto-grants-2011_12