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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2100714Generated: November 1, 2026

4-Toluenesulfonyl chloride → 2-(Cyanomethyl)-4-methoxybenzoic acid

https://huagongshe.com/reaction/2100714

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantHCID 6822331HCID 6822331—
SolventSodium HydroxideHCID 14798—
Product2-(Cyanomethyl)-4-methoxybenzoic acidHCID 295635100%

Reaction Conditions

Temperature50 °C

Reaction Steps

5-Methoxy-indan-1,2-dione-2-oxime (22 g, 0.12 mol) was added to a solution of 230 ml 8% NaOH. The mixture was heated to 50° C., and then p-toluenesulfonyl chloride (30 g, 0.16 mol) was added in portions. The mixture was heated at 80° C. for 15 min. After cooled to room temperature, the precipitate was removed, and the filtrate was acidified with concentrated HCl to pH=3-4. The precipitate was collected and dried to give colorless solid (22 g, 100% yield). LC-MS: 192 (MH+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07572809B2
Source datasetuspto-grants-2009_08
ORD IDord-4e08570cfc8447018401d51296ebf527
Source noteuspto-grants-2009_08