HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Methoxypent-1-yne → Tert-butyl 3-hydroxy-3-(3-(5-methoxypent-1-ynyl)phenyl)propylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Methoxypent-1-yne | HCID 14221107 | — |
| Reactant | Tert-butyl 3-(3-bromophenyl)-3-hydroxypropylcarbamate | HCID 57608439 | — |
| Product | Tert-butyl 3-hydroxy-3-(3-(5-methoxypent-1-ynyl)phenyl)propylcarbamate | HCID 66743583 | — |
Reaction Steps
Sonogashira reaction of 39 with 5-methoxypent-1-yne gave tert-butyl 3-hydroxy-3-(3-(5-methoxypent-1-ynyl)phenyl)propylcarbamate as brown oil. Yield (0.347 g, 66%): 1H NMR (400 MHz, CDCl3) δ 7.39 (s, 1H), 7.27-7.37 (m, 3H), 4.83-4.85 (bs, 1H), 4.69-4.71 (m, 1H), 3.66-3.71 (m, 1H), 3.52 (t, J=6.4 Hz, 2H), 3.48 (m, 1H), 3.36 (s, 3H), 3.29 (bs, 1H), 2.49 (t, J=6.4 Hz, 2H), 1.80-2.02 (m, 4H), 1.45 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076516B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-0c58cbae692f4fbd8f70971d2d4053c9 |
| Source note | uspto-grants-2011_12 |