HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Bromo-4-iodobenzene → Tert-butyl-5-((4-bromophenyl)ethynyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Bromo-4-iodobenzene | HCID 11522 | — |
| Reactant | 1-Octyne | HCID 12370 | — |
| Reactant | 1,1-Dimethylethyl N-(5-ethynyl-2,2-dimethyl-1,3-dioxan-5-yl)carbamate | HCID 11514385 | — |
| Reactant | 5-Iodo-2-tritylisoindoline | HCID 66726248 | — |
| Product | Tert-butyl-5-((4-bromophenyl)ethynyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate | HCID 131733944 | 63% |
Reaction Steps
When tert-butyl 5-ethynyl-2,2-dimethyl-1,3-dioxan-5-ylcarbamate was substituted for 1-octyne and 4-bromo-iodobenzene was substituted for 5-iodo-2-tritylisoindoline in Example 2, Step D, the similar process afforded the title compound in 63% yield, as a pale paste, which solidified on standing. 1H-NMR (CDCl3) 1.43 (s, 2H); 1.46 (s, 9H); 1.48 (s, 3H); 4.00 (d, 2H, J=11.35 Hz); 4.08 (d, 2H, J=11.41 Hz); 5.19 (s, 1H); 7.26 (d, 2H, J=6.74 Hz); 7.41 (d, 2H, J=6.67 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181182B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-b7d91dd5d4ab479c98881cfba3a41fe2 |
| Source note | uspto-grants-2015_11 |