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HRID 24259Erstellt: 23. Oktober 2026

Methyl 4-Iodophenylacetate → Methyl [4-(8,8-dimethyl-5-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl-ethynyl)-phenyl]-acetate

https://huagongshe.com/de/reaction/24259

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl 4-IodophenylacetateHCID 10378700—
Edukt6-ethynyl-3,4-dihydro-4,4-dimethylnaphthalen-1(2H)-oneHCID 22568823—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelTriethylamineHCID 8471—
ProduktMethyl [4-(8,8-dimethyl-5-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl-ethynyl)-phenyl]-acetateHCID 1297171075,2%

Reaktionsschritte

Using General Procedure F; 6-ethynyl-4,4-dimethyl-3,4-dihydro-2H-naphthalen-1-one (Intermediate 13, 190.0 mg, 0.96 mmol) and methyl-4-iodophenyl)-acetate (Reagent B, 245.0 mg, 0.96 mmol) in triethyl amine (8 mL) was treated with copper(I)iodide (46 mg, 0.24 mmol) and sparged with argon for 15 minutes. Dichlorobis(triphenylphosphine)palladium(II) (168 mg, 0.24 mmol) was added and the reaction mixture was stirred overnight at room temperature. Column chromatography (10-20% EtOAc—hexanes) afforded 250.0 mg (75%) of the title compound as a pale-yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06855512B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-01ec60cbc0e14b8ea2af3556f1d3d188
Quellennotizuspto-grants-2005_02