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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1602701Generated: November 1, 2026

Tri(butyl)vinyltin → methyl 3-allyl-3-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-2H-1-benzofuran-6-carboxylate

https://huagongshe.com/reaction/1602701

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTri(butyl)vinyltinHCID 53438229—
ReactantMethyl 4-iodo-3-[2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-1-propenyloxy]benzoateHCID 53640751—
SolventAcetonitrileHCID 6342—
Productmethyl 3-allyl-3-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-2H-1-benzofuran-6-carboxylateHCID 19612295—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of palladium bis(triphenylphosphine)diacetate (0.15 g, 0.2 mmol), tributylvinyltin (0.56 ml, 1.92 mmol) and methyl 4-iodo-3-[2-[5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl]-1-propenyloxy]benzoate (1 g, 1.99 mmol) in acetonitrile (20 ml) is heated at 80° C. for 3 days, adding tributylvinyltin (0.28 ml, 0.96 mmol) every 24 h. The reaction medium is concentrated on a rotary evaporator under vacuum at 40° C. 40 ml of water and 40 ml of ethyl ether are added. After separation of the phases by settling, the organic phase is washed twice with 40 ml of water, dried over magnesium sulphate and concentrated on a rotary evaporator under vacuum at 40° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05981776
Source datasetuspto-grants-1999_11
ORD IDord-12d3c508cffe4242a741dc950a634199
Source noteuspto-grants-1999_11