HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl Acrylate → Methyl 5,5,8a-trimethyl-1,5,6,7,8,8a-hexahydro-naphthalene-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl Acrylate | HCID 7294 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | (-)-Dihydroquinine | HCID 121515 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Methyl 5,5,8a-trimethyl-1,5,6,7,8,8a-hexahydro-naphthalene-carboxylate | HCID 20239095 | 84% |
Reaction Steps
A solution of 3.86 g (20 mM) of the amine obtained according to letter b above, 3.44 g (40 mM) of methyl acrylate in 20 ml of toluene containing 20 mg of hydroquinine was heated in an autoclave of stainless steel under nitrogen at 150° during 3 h. Then, 4.1 g (40 mM) of acetic anhydride were added and the mixture was heated at 150° during 1 h. The evaporation of the solvent and distillation of the residue gave 3.95 g (yield: 84%) of the desired ester; bp 160°-180°/2.66 Pa.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04607109 |
| Source dataset | uspto-grants-1986_08 |
| ORD ID | ord-a75111911ff94181bc90842bbf5fcd39 |
| Source note | uspto-grants-1986_08 |