HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532165Generated: October 30, 2026
Potassium Carbonate → 1,3-Dichloro-2-(trifluoromethoxy)-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene
https://huagongshe.com/reaction/532165
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Propene, 2-bromo-3,3,3-trifluoro- | HCID 272696 | — |
| Reactant | 2-(3,5-Dichloro-4-(trifluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 86685054 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1,3-Dichloro-2-(trifluoromethoxy)-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene | HCID 86685055 | 72% |
Reaction Steps
A mixture of 2-(3,5-dichloro-4-(trifluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.2 g, 3.36 mmol), 2-bromo-3,3,3-trifluoroprop-1-ene (647 mg, 3.70 mmol), K2CO3 (927 mg, 6.72 mmol) and Pd(PPh3)2Cl2 (47.2 mg, 0.067 mmol) in THF (10 mL) and H2O (6 mL) was heated at 80° C. in a sealed tube for 4 h. The mixture was cooled to rt and partitioned between EA (50 mL) and H2O (50 mL). The aqueous layer was extracted with EA (50 mL) and the combined organic layers were dried over Na2SO4. The solvent was removed under reduced pressure and the crude product was purified by column chromatography on silica gel to give the crude desired product (780 mg; 72% yield) as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08853186B2 |
|---|
| Source dataset | uspto-grants-2014_10 |
|---|
| ORD ID | ord-bdad48ef04ac4f19b9b2569aa00a0167 |
|---|
| Source note | uspto-grants-2014_10 |
|---|