Dimethylamine → 1-(5-Bromo-2-fluorophenyl)-N,N-dimethylmethanamine

In a 50 ml flask, under a nitrogen atmosphere, 2-fluoro-5-bromobenzyl bromide (1.264 g, 4.72 mmol) was dissolved in methanol (10 ml). Dimethylamine (8 M in H2O, 1.77 ml, 14.2 mmol) was added as a solution in methanol (5 ml), and the resulting mixture was stirred at ambient temperature for about two hours. The progress of the reaction was monitored by thin layer chromatography. The methanol was removed by evaporation. The residue was partitioned between 1 M potassium carbonate and diethyl ether. The aqueous fraction was back extracted with diethyl ether. The organic fractions were combined, washed with brine (7×) and dried over sodium sulfate. The solvents were removed in vacuo. The title intermediate was used without further purification.

1. customThe methanol was removed by evaporation
2. customThe residue was partitioned between 1 M potassium carbonate and diethyl ether
3. extractionThe aqueous fraction was back extracted with diethyl ether
4. washwashed with brine (7×)
5. dry with materialdried over sodium sulfate
6. customThe solvents were removed in vacuo
7. customThe title intermediate was used without further purification

ORD record

ord-8d679847236e4b9daf1a1484f9bdf501

Source dataset

uspto-grants-2001_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06245761B1