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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 463444Generated: October 29, 2026

Sulfuric Acid → HCID 21588280, compound

https://huagongshe.com/reaction/463444

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantChloroformHCID 6212—
ReactantBenzeneacetamide, α-hydroxy-N-methyl-HCID 572063—
ReactantBenzene methanolHCID 21927730—
SolventAcetic AnhydrideHCID 7918—
ProductHCID 21588280HCID 21588280—

Reaction Conditions

Temperature92.5 °C

Reaction Steps

N-methyl mandelic amide 100 g, synthesized as above is dissolved in acetic anhydride 200 ml at 60 degrees C. and concentrated sulfuric acid 0.5 ml is added. The mixture is heated at 90-95 degrees C. for 5 hours to complete the acetylation. The reaction mixture is then evaporated at 70 degrees C. in vacuum and the syrupy residue thus obtained is mixed with 1 liter of ice water. Chloroform 200 ml is added to extract the oily product and the chloroform layer is washed with 5% aqueous sodium bicarbonate, 200 ml and 0.2N HCL 200 ml, and dried with anhydrous sodium sulfate. On evaporation of the chloroform solution at 40 degrees C. in vacuum white crystalline product is formed from the syrupy residue. The crystals are washed with n-hexane. N-methyl phenyl alpha-acetoxyacetamide 66 g thus synthesized is identified by infrared spectroscopy, high performance liquid chromatography and thin-layer chromatography with a mobility of 0.65 on a solvent system of benzene:methanol 1:1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04518789
Source datasetuspto-grants-1985_05
ORD IDord-925aaf3c2dab43bab066daab11daf5b4
Source noteuspto-grants-1985_05