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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274045Generated: October 30, 2026

Water → HCID 67211302, compound

https://huagongshe.com/reaction/2274045

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 67211153HCID 67211153—
SolventTolueneHCID 1140—
ProductHCID 67211302HCID 6721130273.7%

Reaction Conditions

Temperature75 °C

Reaction Steps

5-(Hydroxymethyl)-2-(trifluoromethoxy)benzonitrile (0.150 g, 0.691 mmol) was taken up in toluene (2 mL) and thionyl chloride (0.303 mL, 4.14 mmol) was added. The mixture was heated at 75° C. for 15 min. Water was added and the mixture was extracted with hexanes (2×75 mL). The organics were treated with aqueous NaHCO3. The organic layer was separated, dried over magnesium sulfate, filtered and concentrated to give the title compound as a colorless oil (120 mg). LCMS m/z=236.2 [M+H]+. 1H NMR (500 MHz, CDCl3) δ ppm 1.98 (s, 1H), 4.52 (s, 2H), 7.32-7.34 (m, 1H), 7.59-7.62 (m, 1H), 7.68 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126932B2
Source datasetuspto-grants-2015_09
ORD IDord-6c0202236a844b498acb2920efdf7473
Source noteuspto-grants-2015_09