HuagongsheHuagongshe Chemistry Print Report · For research reference only
5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-2-naphthalenecarbaldehyde → (5,6,7,8-Tetrahydro-5,5,8,8-tetramethylnaphth-2-yl)-(4-tolyl)-acetylene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-2-naphthalenecarbaldehyde | HCID 10420887 | — |
| Reactant | Diethyl [chloro(4-methylphenyl)methyl]phosphonate | HCID 13604830 | — |
| Product | (5,6,7,8-Tetrahydro-5,5,8,8-tetramethylnaphth-2-yl)-(4-tolyl)-acetylene | HCID 19786979 | 56% |
Reaction Steps
Using a process similar to that described in Example 13, 61.4 g (0.22 mole) of diethyl 1-chloro-1(4-tolyl)-methylphosphonate, 51.1 g (0.22 mole) of 2-formyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene and 50 g (0.44 mole) of potassium tert.-butylate were reacted for 1 hour to give 37.1 g (56%) of the title compound of melting point 99° C., the reaction mixture being poured onto water and acidified, and the precipitated solid being filtered off under suction and recrystallized twice from methanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05256694 |
| Source dataset | uspto-grants-1993_10 |
| ORD ID | ord-33b7bdc1762a426b84bdeedacb5e041a |
| Source note | uspto-grants-1993_10 |