Methyl iodide → 2-(3-Bromo-4-methoxy-phenyl)-propionic acid ethyl ester

Participants

Role	Name	HCID	Charge
Reactant	Methyl iodide	HCID 6328	—
Reactant	Sodium bis(trimethylsilyl)amide	HCID 2724254	—
Reactant	Ethyl 3-bromo-4-methoxyphenylacetate	HCID 57419861	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	2-(3-Bromo-4-methoxy-phenyl)-propionic acid ethyl ester	HCID 57458804	—

Reaction Conditions

Temperature	-78 °C

Reaction Steps

To (3-bromo-4-methoxy-phenyl)-acetic acid ethyl ester (12.2 mmol) in THF was added iodomethane (0.75 mL, 12.2 mmol), and the mixture was cooled to −78° C. Sodium bis(trimethylsilyl)amide (1 M in THF; 12.2 mL, 12.2 mmol) was added, and subsequent work-up gave the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08067445B2
Source dataset	uspto-grants-2011_11
ORD ID	ord-45b065c0adc14736b6c446ea9622ce3a
Source note	uspto-grants-2011_11