N,N,N',N'-Tetramethylethylenediamine → 2-((Phenylmethoxy)methyl)-5-(tributylstannyl)-2H-tetrazole

Participants

Role	Name	HCID	Charge
Reactant	N,N,N',N'-Tetramethylethylenediamine	HCID 8037	—
Reactant	Tributyltin Chloride	HCID 15096	—
Reactant	2-((benzyloxy)methyl)-2H-tetrazole	HCID 10726340	—
Reactant	Butyllithium	HCID 178418339	—
Solvent	Water	HCID 962	—
Solvent	Diethyl Ether	HCID 3283	—
Product	2-((Phenylmethoxy)methyl)-5-(tributylstannyl)-2H-tetrazole	HCID 11340561	—

Reaction Conditions

Temperature	-78 °C

Reaction Steps

To a solution of 2-benzyloxymethyltetrazole (1 mmole) and TMEDA (2 mmole) in 3 mL diethyl ether at −78° C. was added n-BuLi in hexanes (1 mmole). This was let stir for 5 min at −78° C. and then it was added to a precooled (−78° C.) solution of (n-Bu)3SnCl (1 mmole) in 2 mL of diethyl ether. After stirring at −78° C. for 30 min it was diluted with water and diethyl ether. Extraction and chromatography provided 2-benzyloxymethyl-5-(tributylstannyl)tetrazole as a colorless oil.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06756360B1
Source dataset	uspto-grants-2004_06
ORD ID	ord-59a6a0d424804784a679a9fe2f7e4b71
Source note	uspto-grants-2004_06