HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 2-butynoate → Ethyl 3-methyl-5-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-ylsulphonyl)pent-2-en-4-ynoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 2-butynoate | HCID 78043 | — |
| Reactant | 6-Ethynylsulphonyl-1,1,4,4,7-pentamethyl-1,2,3,4-tetrahydronaphthalene | HCID 22347825 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ethyl 3-methyl-5-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-ylsulphonyl)pent-2-en-4-ynoate | HCID 73884431 | 27% |
Reaction Steps
In a manner similar to that of Example 5(c), by reaction of 6-ethynylsulphonyl-1,1,4,4,7-pentamethyl-1,2,3,4-tetrahydronaphthalene (2.08 g, 151 mmol) in 60 ml of toluene with Pd(OAc)2 (70 mg, 0.3 mmol), TDMPP (140 mg) and ethyl 2-butynoate (2.05 g, 20.9 mmol), 1 g (27%) of the expected ester is obtained in the form of a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06444709B1 |
| Source dataset | uspto-grants-2002_09 |
| ORD ID | ord-9cc50d4bb3394f78bab015dc1b61bc69 |
| Source note | uspto-grants-2002_09 |