HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethynyl cyclooctane → Tert-butyl 3-(3-(2-cyclooctylethynyl)phenyl)-3-hydroxypropylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethynyl cyclooctane | HCID 14737173 | — |
| Reactant | Tert-butyl 3-(3-bromophenyl)-3-hydroxypropylcarbamate | HCID 57608439 | — |
| Product | Tert-butyl 3-(3-(2-cyclooctylethynyl)phenyl)-3-hydroxypropylcarbamate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076516B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-6e9fd22b93bc43aaa80b8df89a39130b |
| Source note | uspto-grants-2011_12 |