HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → (R)-3-(4-Methoxybenzyloxy)tetradecanoyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | (R)-3-(4-Methoxybenzyloxy)tetradecanoic acid | HCID 16216483 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (R)-3-(4-Methoxybenzyloxy)tetradecanoyl chloride | HCID 59611705 | — |
Reaction Conditions
| Temperature | -10 °C |
|---|
Reaction Steps
To a solution of acid 34 (500 mg, 1.37 mmol) in DCM (5 mL) was added dimethylformamide (DMF) (100 mg, 1.37 mmol), and the resulting mixture was cooled to −10° C. Oxalyl chloride (174 mg, 1.37 mmol) in DCM (5 mL) was added dropwise. The solution was allowed to warm to room temperature over 1 h. After TLC analysis showed no acid present, the mixture was concentrated in vacuo and used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722064B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-3ee8dfad493e4c908f533ee1b0ebe52a |
| Source note | uspto-grants-2014_05 |