HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 86724182, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 3-Chloro-4,5-difluorobenzoic acid | HCID 14949363 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86724182 | HCID 86724182 | — |
Reaction Steps
A mixture of 3-chloro-4,5-difluorobenzoic acid (0.75 g, 3.9 mmol) and di(1H-imidazol-1-yl)methanone (CDI) (0.695 g, 4.28 mmol) in tetrahydrofuran (THF) (10 mL) was stirred under nitrogen at room temperature for 1 h, and then a solution of NaBH4 (0.221 g, 5.84 mmol) in water (2.0 mL) was added dropwise. The reaction mixture was stirred at 10° C. for 16 h, and adjusted to pH=1 with 1 N HCl solution, concentrated to remove solvent and extracted with ethyl acetate. Separated organic part was washed with a solution of NaHCO3 and concentrated. Purification via preparative TLC afforded the title product (0.41 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08975400B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-dc295ae8fcfb4ed9814b42a9e4e0f634 |
| Source note | uspto-grants-2015_03 |