N,N,N',N'-Tetramethylmethanediamine → 3-Dimethylaminomethyl-4-chloro-5-n-propyloxyindole

Participants

Role	Name	HCID	Charge
Reactant	N,N,N',N'-Tetramethylmethanediamine	HCID 5829	—
Reactant	Acetyl chloride	HCID 6367	—
Reactant	4-Chloro-5-n-propyloxyindole	HCID 23373088	—
Solvent	Dichloromethane	HCID 6344	—
Product	3-Dimethylaminomethyl-4-chloro-5-n-propyloxyindole	HCID 23373110	78.8%

Reaction Steps

Treatment of 4-chloro-5-n-propyloxyindole (5.10 g, 24.3 mmol) with bis (dimethylamino)methane (BDAM) (3.34 g, 32.7 mmol) and acetyl chloride (2.57 g, 32.7 mmol) in dichloromethane by the method described in 1 (c) gave 3-dimethylaminomethyl-4-chloro-5-n-propyloxyindole (5.11 g) as a sticky solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05571833
Source dataset	uspto-grants-1996_11
ORD ID	ord-7f7b6ee034b94e49b06ef68e81b0b824
Source note	uspto-grants-1996_11