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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2232970Generated: November 1, 2026

Dimethylformamide dimethyl acetal → N-formyl-2-(o-methylphenyl)acetamide

https://huagongshe.com/reaction/2232970

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamide dimethyl acetalHCID 78373—
Reactant2-(2-Methylphenyl)acetamideHCID 17145724—
SolventAcetic AcidHCID 176—
ProductN-formyl-2-(o-methylphenyl)acetamideHCID 86612382—

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 2-o-tolylacetamide (Lee, Dong-Ung; Mayer, Klaus K.; Wiegrebe, Wolfgang; Lauber, Rolf; Schlunegger, Urs P.; Arch. Pharm. 1988, 321; 265-272) (320 mg, 2.15 mmol) and N,N,-dimethylformamide dimethylacetal (1.1 mL, 8.59 mmol) was stirred under N2 for 55 min at 120° C. The excess of N,N,-dimethylformamide dimethylacetal was eliminated under reduced pressure. The residue was dissolved in 3 mL of 70% aqueous acetic acid and stirred at 0° C. for 30 min. The precipitate was filtered, washed with water and dried to afford the title compound as a white solid. MS (DCI/NH3) m/z 195 (M+NH4)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709469B2
Source datasetuspto-grants-2010_05
ORD IDord-4eb2ef6e4b1c46359dbbf5d84023a2e4
Source noteuspto-grants-2010_05