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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1382431Generated: October 26, 2026

Diethyl [chloro(4-methylphenyl)methyl]phosphonate → (3-Fluoro-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphth-2-yl)-(4-tolyl)-acetylene

https://huagongshe.com/reaction/1382431

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl [chloro(4-methylphenyl)methyl]phosphonateHCID 13604830—
Reactant3-Fluoro-2-formyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthaleneHCID 23498978—
Product(3-Fluoro-5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphth-2-yl)-(4-tolyl)-acetyleneHCID 19786975—

Reaction Steps

Using a process similar to that described in Example 13, 27.7 g (0.1 mole) of diethyl 1-chloro-(4-tolyl)-methylphosphonate, 23.4 g (0.1 mole) of 3-fluoro-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 the title compound. Recrystallization from isopropanol gave 16.4 g (51%) of product of melting point 60°-61° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04806558
Source datasetuspto-grants-1989_02
ORD IDord-f0fbfee7b1a846a489ab4c9698d31e05
Source noteuspto-grants-1989_02