Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3-Furanol, tetrahydro- | HCID 9960 | — |
| Reactant | 3-(Bromomethyl)-2-chloro-4-(methylsulfonyl)benzoic acid | HCID 18940327 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 69072914 | HCID 69072914 | 60% |
Reaction Steps
At 0° C., 25 ml of DMF and 3.25 g (28 mmol) of potassium tert-butoxide were initially charged and mixed with 2.5 g (27.5 mmol) of 3-hydroxytetrahydrofuran. The solution was cooled to −15° C., and 4.7 g (140 mmol) of 3-bromomethyl-2-chloro-4-methylsulfonylbenzoic acid were added. The mixture was then stirred at 15-20° C. for one hour. The reaction was poured into 45 g of ice/water, acidified with 2N HCl and extracted with EA. The organic phases were dried with MgSO4, filtered and concentrated. This gave 5.41 g of a viscous oil of a purity of about 66% according to HPLC. Yield about 60%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07569519B2 |
|---|
| Source dataset | uspto-grants-2009_08 |
|---|
| ORD ID | ord-1e7eda02e0e8415c8d203bb0cef1a8c2 |
|---|
| Source note | uspto-grants-2009_08 |
|---|