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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1686405Generated: November 2, 2026

Triethylamine → 3-Methoxy-5-(trifluoromethyl)benzyl cyanide, 3-(Cyanomethyl)-5-methoxybenzotrifluoride

https://huagongshe.com/reaction/1686405

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium CyanideHCID 8929—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 46737578HCID 46737578—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product3-Methoxy-5-(trifluoromethyl)benzyl cyanide, 3-(Cyanomethyl)-5-methoxybenzotrifluorideHCID 46737580—

Reaction Conditions

Temperature0 °C

Reaction Steps

Triethylamine (2.04 ml) was added to a solution of the product of step (ii) (3.02 g) in DCM (30 ml) and cooled to 0° C. before adding methane sulfonyl chloride (1.13 ml). The reaction mixture was stirred for 2 h at RT. The reaction mixture was diluted with water, extracted with DCM then dried (MgSO4) and evaporated under reduced pressure to give an oil. The oil was dissolved in DMF (20 ml), sodium cyanide (1.07 g) was added and stirred at 100° C. for 2 h. The reaction mixture was diluted with water, extracted with ether, dried (MgSO4) and evaporated under reduced pressure. The residue was purified by flash column chromatography (eluent ether) to give the subtitle compound (1.9 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148572B2
Source datasetuspto-grants-2012_04
ORD IDord-fbbb2337bef44960b88536f05a47fb41
Source noteuspto-grants-2012_04