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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658854Generated: October 27, 2026

Ethynyl cyclooctane → Tert-butyl 3-(3-(2-cyclooctylethynyl)phenyl)-3-hydroxypropylcarbamate

https://huagongshe.com/reaction/658854

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthynyl cyclooctaneHCID 14737173—
ReactantTert-butyl 3-(3-bromophenyl)-3-hydroxypropylcarbamateHCID 57608439—
ProductTert-butyl 3-(3-(2-cyclooctylethynyl)phenyl)-3-hydroxypropylcarbamateHCID 66628981—

Reaction Steps

Sonogashira reaction of 39 with ethynyl cyclooctane yielded tert-butyl 3-(3-(2-cyclooctylethynyl)phenyl)-3-hydroxypropylcarbamate as light yellow oil. Yield (470 mg, 91%): 1H NMR (400 MHz, CDCl3) δ 7.39 (s, 1H), 7.22-7.29 (m, 3H), 4.86 (bs, 1H), 4.72 (m, 1H), 3.23 (bs, 1H), 3.11-3.19 (m, 1H), 2.76-2.79 (m, 2H), 1.92-1.96 (m, 2H), 1.74-1.81 (m, 6H), 1.53-1.60 (m, 6H), 1.45 (s, 9H), 1.27 (an, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076516B2
Source datasetuspto-grants-2011_12
ORD IDord-6e9fd22b93bc43aaa80b8df89a39130b
Source noteuspto-grants-2011_12