HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68602Generated: October 26, 2026
Sodium Carbonate → t-Butyl 2-(2-(3-cyano-5-fluorophenyl)-4-formylphenoxy)acetate
https://huagongshe.com/reaction/68602
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Tert-butyl 2-(2-bromo-4-formylphenoxy)acetate | HCID 17999215 | — |
| Reactant | 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile | HCID 46738194 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | t-Butyl 2-(2-(3-cyano-5-fluorophenyl)-4-formylphenoxy)acetate | HCID 86681838 | 67% |
Reaction Steps
To solution of tert-butyl 2-(2-bromo-4-formylphenoxy)acetate (1) (120 g, 0.38 mol) in dioxane/H2O (4:1, 700 mL) was added 3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (20) (158 g in 60% purity, 0.38 mol), Na2CO3 (81 g, 0.76 mol) and Pd(PPh3)4 (22 g, 19 mmol) under N2. The mixture was stirred at 80° C. for 3 h. After cooling to room temperature, the mixture was concentrated in vacuo and purified by column chromatography (PE:EA=10:1 v/v) to give 90 g of t-butyl 2-(2-(3-cyano-5-fluorophenyl)-4-formylphenoxy)acetate (21) (90 g, 67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08822467B2 |
|---|
| Source dataset | uspto-grants-2014_09 |
|---|
| ORD ID | ord-2b5526d4c9734bb884f049027cce490b |
|---|
| Source note | uspto-grants-2014_09 |
|---|
