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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727486Generated: October 31, 2026

O-Toluidine → 2,2,2'-Trimethylpropionanilide

https://huagongshe.com/reaction/1727486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-ToluidineHCID 7242—
ReactantTriethylamineHCID 8471—
ReactantPivaloyl chlorideHCID 62493—
SolventDichloromethaneHCID 6344—
Product2,2,2'-TrimethylpropionanilideHCID 273400592%

Reaction Steps

To a solution of o-tolylamine (21.4 g, 0.20 mol) and Et3N (22.3 g, 0.22 mol) in CH2Cl2 was added 2,2-dimethyl-propionyl chloride (25.3 g, 0.21 mol) at 10° C. The mixture was stirred overnight at room temperature, washed with aq. HCl (5%, 80 mL), saturated NaHCO3 solution and brine, dried over Na2SO4 and concentrated under vacuum to give 2,2-dimethyl-N-o-tolyl-propionamide (35.0 g, 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495103B2
Source datasetuspto-grants-2009_02
ORD IDord-80b9f31e8ffb4fe4a975b39ec71d4c11
Source noteuspto-grants-2009_02