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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710317Generated: October 25, 2026

p-Diiodobenzene → tert-Butyl 5-((4-iodophenyl)ethynyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate

https://huagongshe.com/reaction/710317

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-DiiodobenzeneHCID 12208—
Reactant1-OctyneHCID 12370—
Reactant1,1-Dimethylethyl N-(5-ethynyl-2,2-dimethyl-1,3-dioxan-5-yl)carbamateHCID 11514385—
Reactant5-Iodo-2-tritylisoindolineHCID 66726248—
Producttert-Butyl 5-((4-iodophenyl)ethynyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamateHCID 6672660434%

Reaction Steps

When tert-butyl-5-ethynyl-2,2-dimethyl-1,3-dioxan-5-yl-carbamate was substituted for 1-octyne and 1,4 diiodobenzene was substituted for 5-iodo-2-tritylisoindoline in Example 2, Step D, the similar process afforded the title compound in 34% yield, as the pale solid. 1H-NMR (CDCl3) 1.43 (s, 3H); 1.46 (s, 9H); 1.48 (s, 3H); 2.40 (s, 1H); 3.99 (d, 2H, J=11.34 Hz); 4.00 (d, 2H, J=11.37 Hz); 5.18 (broad s, 1H); 7.12 (d, 2H, J=8.28 Hz); 7.61 (d, 2H, J=8.28 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181182B2
Source datasetuspto-grants-2015_11
ORD IDord-2ac38624b5b84d1db10a645c9ce73a18
Source noteuspto-grants-2015_11