HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59193255, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diflunisal | HCID 3059 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Solvent | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Product | HCID 59193255 | HCID 59193255 | 77% |
Reaction Steps
BnBr (1.35 mL, 11.286 mmol) was added to a solution of diflunisal (2.0 g, 7.99 mmol) in TBAF (10 mL, 1 M solution in THF) and the reaction mixture was stirred at r.t. overnight (18 h). The organic layer was poured into H2O (15 mL) and extracted with EtOAc (40 mL). It was dried over Na2SO4 (anhydrous), filtered and concentrated. The crude residue was flash chromatographed on SiO2 (hexanes) to furnish 2.09 g of benzyl 2′,4′-difluoro-4-hydroxybiphenyl-3-carboxylate (white solid, yield: 77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466197B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-6a2a9bf158574adabe7fc6255d1eb2dd |
| Source note | uspto-grants-2013_06 |