HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-(4-(5-Bromo-2-chlorobenzyl)phenyl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(5-Bromo-2-chlorobenzyl)phenethyl acetate | HCID 59557787 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(4-(5-Bromo-2-chlorobenzyl)phenyl)ethanol | HCID 59557766 | 76% |
Reaction Steps
4-(5-bromo-2-chlorobenzyl)phenethyl acetate (intermediate BG) (400 mg, 1.09 mmol) and potassium carbonate (481 mg, 3.48 mmol) were stirred at room temperature in a mixture of 3 mL methyl alcohol and 0.5 mL water for 3 h. Solvents were evaporated and the residue taken up in 25 mL ether was washed with water (5 mL) and brine (20 mL), dried (Na2SO4), filtered and evaporated. Purification on silica gel using an ISCO column with 15:1 hexane:EtOAc gave intermediate BH (271 mg, yield 76%). 1H NMR (300 MHz, CDCl3): δ 7.27-7.07 (m, 7H), 4.02 (s, 2H), 3.84 (m, 2H), 2.86 (m, 3H); LC-ESI-MS (m/z): 325 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08106021B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-19d9ebd751764b7f9dfacd6c86421fba |
| Source note | uspto-grants-2012_01 |