Potassium Carbonate → Methyl 2-(4'-methoxybiphenyl-4-yl)-2-phenylacetate

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	(4-Methoxyphenyl)boronic acid	HCID 201262	—
Reactant	Methyl 2-(4-bromophenyl)-2-phenylacetate	HCID 57779541	—
Catalyst	HCID 178418397	HCID 178418397	—
Solvent	Water	HCID 962	—
Solvent	1,2-Dimethoxyethane	HCID 8071	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	Methyl 2-(4'-methoxybiphenyl-4-yl)-2-phenylacetate	HCID 57779556	31%

Reaction Conditions

Temperature	80 °C

Reaction Steps

To a degassed solution of bromide 54 (0.33 g, 1.081 mmol), 4-methoxyphenylboronic acid (0.181 g, 1.190 mmol), POT (0.023 g, 0.076 mmol) and potassium carbonate (0.747 g, 5.41 mmol) in DME (15 mL) and water (7.5 mL) was added Pd(PPh3)4 (0.087 g, 0.076 mmol). The reaction mixture was stirred at 80° C. for 16 h and diluted with ethyl acetate, washed with water, dried over Na2SO4, filtered and concentrated to afford compound 55 (0.11 g, 31% yield) as a white solid after purification by ISCO (2 to 40% EtOAc/hexane).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09096565B2
Source dataset	uspto-grants-2015_08
ORD ID	ord-e2be10decd65499dbaa295ca5f3ac0cd
Source note	uspto-grants-2015_08