HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Cyclopentene-1-acetaldehyde, 2,2,3-trimethyl- → (E)-3-[2-(2,2,3-trimethylcyclopent-3-en-yl)ethenyl]dihydro-2 (3H)-furanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Cyclopentene-1-acetaldehyde, 2,2,3-trimethyl- | HCID 98497 | — |
| Reactant | 2(3H)-Furanone | HCID 140765 | — |
| Product | (E)-3-[2-(2,2,3-trimethylcyclopent-3-en-yl)ethenyl]dihydro-2 (3H)-furanone | HCID 19937876 | 42% |
Reaction Steps
The process of Example 1 was carried out except that the aldehyde was 2-(2,2,3-trimethylcyclopent-3-en-yl) ethaldehyde and the furanone did not contain a 5-methyl group to obtain (E)-3-[2-(2,2,3-trimethylcyclopent-3-en-yl)ethenyl]dihydro-2 (3H)-furanone. 1HNMR (CDCl3) [Redistilled E isomer] δ6.80 (m, 1H), 5.24 (close spaced m, 1H), 4.40 (t, 2H), 2.93 (m, 2H), 2.45-1.77 (m, 6H), 1.62 (close spaced m, 3H), 1.04 (s, 3H), 0.85 (s, 3H). BP 1.38°-156 ° C. at 0.20 mm Hg Yield 42-57%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05416224 |
| Source dataset | uspto-grants-1995_05 |
| ORD ID | ord-42707ed73f7443d688a1d0d884a6bd2e |
| Source note | uspto-grants-1995_05 |