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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 646537Generated: October 25, 2026

Sodium Chloride → 3-Hydroxy-4-methoxybenzonitrile

https://huagongshe.com/reaction/646537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantIsovanillinHCID 12127—
ReactantHydroxylamine, sulfate (1:1)HCID 159255—
ReactantSodium FormateHCID 2723810—
SolventFormic AcidHCID 284—
SolventWaterHCID 962—
Product3-Hydroxy-4-methoxybenzonitrileHCID 4912822138.4%

Reaction Conditions

Temperature85 °C

Reaction Steps

3-Hydroxy-4-methoxybenzaldehyde (36.7 kg) and sodium formate (30.6 kg) were added to formic acid (96%, 204 kg) and the resultant mixture was heated to approximately 85° C. Hydroxylamine sulphate (21.6 kg) was added in eight equal portions at 30 minute intervals and the mixture was heated to 85° C. for 5 hours. The resultant mixture was cooled to approximately 25° C. and added to a solution of sodium chloride (140 kg) in water (700 liters). The resultant solid was collected by filtration, washed with water and dried to give 3-hydroxy-4-methoxybenzonitrile (34 kg, 94%; Chemical Abstracts Registry Number 5280546-6).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07705145B2
Source datasetuspto-grants-2010_04
ORD IDord-33e0138d5af4488dad7e3a63de486704
Source noteuspto-grants-2010_04