Water → 4-tert-Butyl 4'-methyl 2,6-diethoxybiphenyl-4,4'-dicarboxylate

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	Potassium Phosphate, Tribasic	HCID 62657	—
Reactant	4-Methoxycarbonylphenylboronic acid	HCID 2734369	—
Reactant	Tert-butyl 4-bromo-3,5-diethoxybenzoate	HCID 57930980	—
Catalyst	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
Solvent	1,2-Dimethoxyethane	HCID 8071	—
Product	4-tert-Butyl 4'-methyl 2,6-diethoxybiphenyl-4,4'-dicarboxylate	HCID 67055556	—

Reaction Conditions

Temperature	100 °C

Reaction Steps

H2O (261 mg, 14.48 mmol) was added to a stirred mixture of PdCl2(dppf) (106 mg, 0.145 mmol), [4-(methoxycarbonyl)phenyl]boronic acid (626 mg, 3.48 mmol), tert-butyl 4-bromo-3,5-diethoxybenzoate (1.00 g, 2.90 mmol) and K3PO4 (1.23 g, 5.79 mmol) in DME (8 ml) and the mixture was stirred at 100° C. overnight. The reaction mixture was filtered through celite pad, the filtrate was concentrated under reduced pressure. The residue was purified by silicage column chromatography (hexane/EtOAc) to give intended compound as a colorless solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08524730B2
Source dataset	uspto-grants-2013_09
ORD ID	ord-b276a56e587f4d9d87a49145d9afba45
Source note	uspto-grants-2013_09