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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 364985Generated: October 25, 2026

Methyl Acrylate → Methyl 5,5,8a-trimethyl-1,5,6,7,8,8a-hexahydro-naphthalene-carboxylate

https://huagongshe.com/reaction/364985

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl AcrylateHCID 7294—
ReactantAcetic AnhydrideHCID 7918—
Reactant(-)-DihydroquinineHCID 121515—
SolventTolueneHCID 1140—
ProductMethyl 5,5,8a-trimethyl-1,5,6,7,8,8a-hexahydro-naphthalene-carboxylateHCID 2023909584%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04607109
Source datasetuspto-grants-1986_08
ORD IDord-a75111911ff94181bc90842bbf5fcd39
Source noteuspto-grants-1986_08