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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 711327Generated: October 30, 2026

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

https://huagongshe.com/reaction/711327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactant3-(Trifluoromethyl)benzyl chlorideHCID 69716—
SolventMethanolHCID 887—
ProductBenzenemethanamine, N-methyl-3-(trifluoromethyl)-HCID 485414—

Reaction Conditions

Temperature50 °C

Reaction Steps

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]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181259B2
Source datasetuspto-grants-2015_11
ORD IDord-2568bcab23064cf68da054d7159941f9
Source noteuspto-grants-2015_11