HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 68686395, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 2-(Trifluoromethoxy)benzoic acid | HCID 2777223 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68686395 | HCID 68686395 | 94.1% |
Reaction Steps
To a stirring solution of 2-trifluoromethoxybenzoic acid (3.6 g, 17.5 mmol, Avocado) in dry CH2Cl2 (150 mL) with DMF (0.5 mL) was added a 2M solution of oxalyl chloride in CH2Cl2 (17.5 mL) dropwise over 30 min. The reaction was stirred for 4 h and then conc. in vacuo to a white solid. The solid was dissolved in CH2Cl2 (150 mL) and reacted with diethylamine (3.2 g, 43.8 mmol, Aldrich) the reaction was stirred for 16 h and then conc. in vacuo to a yellow solid. The solid was purified by radial chromatography (SiO2, 1:5, EtOAc:hexanes) to yield 4.3 grams (94%) of the product as a colorless oil. MS (ESI) 262 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07812024B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-316c8062ef604dc899ca31346e8af8ae |
| Source note | uspto-grants-2010_10 |