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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 974220Generated: October 30, 2026

1-Bromo-2-iodobenzene → 4-Bromotolan-4'-carboxylic acid-tert.-butyl ester

https://huagongshe.com/reaction/974220

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-2-iodobenzeneHCID 11415—
ReactantTriphenylphosphineHCID 11776—
ReactantTert-butyl 4-ethynylbenzoateHCID 13965008—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventAcetonitrileHCID 6342—
SolventDiethylamineHCID 8021—
Product4-Bromotolan-4'-carboxylic acid-tert.-butyl esterHCID 67931866—

Reaction Conditions

Temperature40 °C

Reaction Steps

2.8 g (Ph3P)2PdCl2 and 400 mg of CuI are added to a solution of 40.4 g of 4-ethinyl-benzoic acid tert.-butyl ester, 56.6 g of bromoiodobenzene and 1.34 g of Ph3P in 50 ml of diethylamine and 300 ml of absolute acetonitrile and the reaction mixture is stirred for 72 hours at 40° C., suction filtered and dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05068300
Source datasetuspto-grants-1991_11
ORD IDord-888987550c094b79965c4cfa1e2713d9
Source noteuspto-grants-1991_11