Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Benzeneacetamide, α-hydroxy-N-methyl- | HCID 572063 | — |
| Reactant | Benzene methanol | HCID 21927730 | — |
| Solvent | Acetic Anhydride | HCID 7918 | — |
| Product | HCID 21588280 | HCID 21588280 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04518789 |
|---|
| Source dataset | uspto-grants-1985_05 |
|---|
| ORD ID | ord-925aaf3c2dab43bab066daab11daf5b4 |
|---|
| Source note | uspto-grants-1985_05 |
|---|