HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Tert-butyl 3,5-difluoro-4-((methylsulfonyloxy)methyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Tert-butyl 3,5-difluoro-4-(hydroxymethyl)benzoate | HCID 66740404 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl 3,5-difluoro-4-((methylsulfonyloxy)methyl)benzoate | HCID 86662220 | 89.7% |
Reaction Steps
To a stirred solution of tert-butyl 3,5-difluoro-4-(hydroxymethyl)benzoate (1.9 g, 7.78 mmol) in DCM was added Et3N (3.27 mL, 23.4 mmol, 3 eq) and methanesulfonylchloride (0.72 mL, 9.3 mmol, 1.2 eq) successively at 0° C. After the reaction was stirred for 30 min, it was extracted with CH2Cl2C and water. Organic layer was dried over MgSO4 and evaporated in vacuo. The residue was purified by column chromatography (Hex/EtOAc=4:1) to give tert-butyl 3,5-difluoro-4-((methylsulfonyloxy)methyl)benzoate (2.25 g, 89% yield) as a ivory solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846739B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-d7c688e7e9ca4161b68862139c9e613c |
| Source note | uspto-grants-2014_09 |