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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 635535Generated: October 27, 2026

Trifluoroacetic acid → 3-(Hydroxymethyl)benzonitrile

https://huagongshe.com/reaction/635535

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantBenzonitrile, 3-(aminomethyl)-HCID 457594—
ReactantSodium NitriteHCID 23668193—
SolventDimethylformamideHCID 6228—
Product3-(Hydroxymethyl)benzonitrileHCID 273467752%

Reaction Steps

m-Cyanobenzylamine (13.2 g), sodium nitrite (10.4 g), and dimethylformamide (100 ml) were mixed together, and the mixture was vigorously stirred at room temperature. Trifluoroacetic acid (22.8 g) was added dropwise to the mixture over one hour. After completion of addition, the mixture was further allowed to react at 100° C. for one hour. For the subsequent process, the procedure of Example 1 was repeated, to thereby obtain 6.9 g of m-cyanobenzyl alcohol (bp. 128-130° C./400 Pa) (yield 52%). The purity of the product was 98%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06187945B1
Source datasetuspto-grants-2001_02
ORD IDord-e100a947440847a994b06bc7d978a942
Source noteuspto-grants-2001_02