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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615686Generated: October 30, 2026

Dimethylformamide → Methyl 4-chloro-3-methyl-4-oxobutanoate

https://huagongshe.com/reaction/1615686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantOxalyl chlorideHCID 65578—
Reactant4-Methoxy-2-methyl-4-oxobutanoic acidHCID 4563901—
SolventDichloromethaneHCID 6344—
ProductMethyl 4-chloro-3-methyl-4-oxobutanoateHCID 1440328296%

Reaction Steps

To a solution of 4-methoxy-2-methyl-4-oxobutanoic acid (1.2 g, 8.2 mmol) in oxalyl dichloride (15 mL) and DCM (15 mL) was added DMF (20 mg). The mixture was stirred at room temperature for 2 h. The mixture was concentrated to dryness to give the product as a yellow solid (1.3 g, 96% yield). 1H NMR (400 MHz, CDCl3): δ 3.71 (s, 3H), 3.35-3.30 (m, 1H), 2.87 (d, J=8.0 Hz, 0.5H), 2.82 (d, J=8.0 Hz, 0.5H), 2.56 (d, J=5.6 Hz, 0.5H), 2.52 (d, J=5.6 Hz, 0.5H), 1.37 (d, J=7.2 Hz, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765760B2
Source datasetuspto-grants-2014_07
ORD IDord-77291be21abd48aa94536eb2576c0a44
Source noteuspto-grants-2014_07