Methylamine → Benzenemethanamine, N-methyl-3-(trifluoromethyl)-

Temperature

50 °C

To a solution of methylamine 2M in MeOH (61.5 mL, 123.3 mmol), MeOH (30 mL) was added. The mixture was heated at 50° C. under stirring and 3-(trifluoromethyl)benzyl chloride (1.6 mL, 10.3 mmol) dissolved in MeOH (10 mL) were added. The reaction mixture was stirred at this temperature for 5 h. The solvent was removed under vacuo, then NaOH 1M was added and the aqueous layer was extracted with DCM. The organic layer was filtered through a phase separator and concentrated in vacuo to give 2.19 g of a colourless oil. 1H NMR (400 MHz, CDCl3) δ ppm 7.69 (s, 1H), 7.57 (d, 1H), 7.49 (t, 2H), 3.88 (s, 2H), 2.56, (s, 3H). UPLC-MS: Rt=0.39; m/z (ES+): 190 [M+H]+.

1. additionwere added
2. stirringThe reaction mixture was stirred at this temperature for 5 h
3. customThe solvent was removed under vacuo
4. additionNaOH 1M was added
5. extractionthe aqueous layer was extracted with DCM
6. filtrationThe organic layer was filtered through a phase separator
7. concentrationconcentrated in vacuo

ORD record

ord-2568bcab23064cf68da054d7159941f9

Source dataset

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09181259B2