HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Methyl 4-chloro-3-methyl-4-oxobutanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 4-Methoxy-2-methyl-4-oxobutanoic acid | HCID 4563901 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 4-chloro-3-methyl-4-oxobutanoate | HCID 14403282 | 96% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765760B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-77291be21abd48aa94536eb2576c0a44 |
| Source note | uspto-grants-2014_07 |