HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methoxybut-1-yne → Tert-butyl 3-(3-(4-methoxybut-1-ynyl)phenyl)propylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methoxybut-1-yne | HCID 542152 | — |
| Reactant | Tert-butyl 3-(3-bromophenyl)propylcarbamate | HCID 57219374 | — |
| Product | Tert-butyl 3-(3-(4-methoxybut-1-ynyl)phenyl)propylcarbamate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450527B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-19cd1e9d91c448f2a0b17033edbe887a |
| Source note | uspto-grants-2013_05 |