N-Methylaniline → HCID 22341541, compound

6 g (28 mmol) of (3-bromophenyl)acetic acid in 50 ml of dichloromethane are introduced into a three-necked flask under a stream of nitrogen. At 0° C., 2.7 ml (28 mmol) of oxalyl chloride are added dropwise and the mixture is then stirred at room temperature for 18 hours. The reaction medium is evaporated to dryness and the residue is placed in 10 ml of tetrahydrofuran and added dropwise to a mixture of 3.2 g (28 mmol) of N-methylaniline, 50 ml of tetrahydrofuran and 4.6 ml (33 mmol) of triethylamine. The reaction medium is stirred at room temperature overnight, immersed in water and extracted with ethyl acetate. After separation of the phases once settling has taken place, the organic phase is dried over magnesium sulfate, filtered and evaporated. 5.7 g (67%) of the desired product, with a melting point of 60° C., are obtained.

1. customThe reaction medium is evaporated to dryness
2. stirringThe reaction medium is stirred at room temperature overnight
3. extractionextracted with ethyl acetate
4. customAfter separation of the phases
5. dry with materialthe organic phase is dried over magnesium sulfate
6. filtrationfiltered
7. customevaporated

ORD record

ord-4f73c411efa04728adfce026add30567

Source dataset

uspto-grants-2005_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06927228B2