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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1657140Generated: October 26, 2026

2-Naphthalenecarboxaldehyde, 3-ethyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl- → (3-Ethyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphth-2-yl)-(4-tolyl)-acetylene

https://huagongshe.com/reaction/1657140

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Naphthalenecarboxaldehyde, 3-ethyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-HCID 42674—
ReactantDiethyl [chloro(4-methylphenyl)methyl]phosphonateHCID 13604830—
Product(3-Ethyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphth-2-yl)-(4-tolyl)-acetyleneHCID 1978696925.1%

Reaction Steps

Using a process similar to that described in Example 13, 27.7 g (0.1 mole) of diethyl 1-chloro-1-(4-tolyl)-methylphosphonate, 24.4 g (0.1 mole) of 3-ethyl-2-formyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene and 22.5 g (0.2 mole) of potassium tert.-butylate were reacted for 1 hour to give 8.3 g (25%) of the title compound of melting point 72°-73° C., the reaction mixture being poured onto water and acidified, and the precipitate which had separated out being recrystallized from methanol of melting point 236° C., l oC, the extraction with ether being and once again from isopropanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05256694
Source datasetuspto-grants-1993_10
ORD IDord-5fbb4d5b5c9f4d66b9b2b0feb1360d6d
Source noteuspto-grants-1993_10