HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Propenoic acid, 3-(4-formylphenyl)- → (E)-4-[(5,6,7,8-Tetrahydro-5,5,8,8-tetramethylnaphth-2-yl)-ethynyl]-cinnamic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Propenoic acid, 3-(4-formylphenyl)- | HCID 98077 | — |
| Reactant | Diethyl 1-chloro-1-(5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphth-2-yl)methylphosphonate | HCID 13604831 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (E)-4-[(5,6,7,8-Tetrahydro-5,5,8,8-tetramethylnaphth-2-yl)-ethynyl]-cinnamic acid | HCID 19786981 | 39.3% |
Reaction Steps
Using a procedure similar to that described in Example 6b, 16.5 g (44 millimoles) of diethyl 1-chloro-1-(5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphth-2-yl)-methylphosphonate (about 85% strength), 7.8 g (44 millimoles) of 4-formylcinnamic acid and 15.5 g (137 millimoles) of potassium tert.-butylate were converted to 6.2 g (39%) of the title compound of melting point 256°-258° C. (from ethanol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04806558 |
| Source dataset | uspto-grants-1989_02 |
| ORD ID | ord-d7c337b76ea84ec3a01f08a0393a467f |
| Source note | uspto-grants-1989_02 |