HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 4-But-2-ynyloxy-benzenesulfonyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 4-But-2-ynyloxy-benzenesulfonic acid sodium salt | HCID 23704056 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-But-2-ynyloxy-benzenesulfonyl chloride | HCID 11195928 | 95% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a stirred solution of oxalyl chloride (47.8 ml, 0.545 mol) at 0° C. in 240 mL of CH2Cl2 was added a DMF (43.0 ml) solution of 4-but-2-ynyloxy-benzenesulfonic acid sodium salt in a drop wise manner. The reaction mixture was stirred at 0° C. for 30 min and then let warm to room temperature and stirred for 18 h. The reaction was then poured into ice and extracted with hexanes. The organics were washed with water and brine, dried over MgSO4, filtered and concentrated in vacuo to provide 42.0 g (95%) of the desired product as yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06753337B2 |
| Source dataset | uspto-grants-2004_06 |
| ORD ID | ord-7a54bc231ffe42e2be5fe7c6753c0f3c |
| Source note | uspto-grants-2004_06 |