Benzyl Bromide → 2-(2-Benzyloxyethyl)-3-oxo-1,7-bis(triphenylmethyl)-1,4,7-triazaheptane

Participants

Role	Name	HCID	Charge
Reactant	Benzyl Bromide	HCID 7498	—
Reactant	Sodium hydride	HCID 24758	—
Reactant	2-(2-Hydroxyethyl)3-oxo-1,7-bis(triphenylmethyl)-1,4,7-triazaheptane	HCID 19438513	—
Catalyst	Tetrabutylammonium Iodide	HCID 67553	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	2-(2-Benzyloxyethyl)-3-oxo-1,7-bis(triphenylmethyl)-1,4,7-triazaheptane	HCID 19438556	—

Reaction Steps

2-(2-Hydroxyethyl)-3-oxo-1,7-bis(triphenylmethyl)-1,4,7-triazaheptane (10 mmol) is reacted as described by S. Czernecki et al. Tetr. Lett. (1976) 3535 with 80% sodium hydride (11 mmol) and benzylbromide (10 mmol) catalysed by tetrabutyl ammonium iodide (1 mmol) for 24 hours at ambient temperature (in 100 ml dry THF). 2-(2-Benzyloxyethyl)-3-oxo-1,7-bis(triphenylmethyl)-1,4,7-triazaheptane is purified by chromatography on silica.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05531978
Source dataset	uspto-grants-1996_07
ORD ID	ord-ef37a6fcf764431ba34495c2cb979c1b
Source note	uspto-grants-1996_07