HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-(5-Bromo-2-methoxyphenyl)-4-methyl-2-oxopentanoic acid-ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tin tetrachloride | HCID 24287 | — |
| Reactant | 2-Trimethylsilanyloxy-acrylic acid ethyl ester | HCID 11116806 | — |
| Reactant | 2-(5-Bromo-2-methoxyphenyl)propan-2-ol | HCID 21948878 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(5-Bromo-2-methoxyphenyl)-4-methyl-2-oxopentanoic acid-ethyl ester | HCID 69203224 | 37.9% |
Reaction Steps
9.8 g of 1-(5-bromo-2-methoxyphenyl)-1-methylethanol and 15.24 g of 2-(trimethylsilyloxy)-acrylic acid ethyl ester in 150 ml of dichloromethane are mixed at −70° C. with 5.6 ml of tin tetrachloride. After 20 minutes at −70° C., the solution is poured onto a semi-saturated potassium carbonate solution and mixed with dichloromethane. The dichloromethane phase is washed with potassium carbonate solution, 1 M hydrochloric acid and water, dried (Na2SO4) and concentrated by evaporation. After bulb tube distillation, 5.2 g of 4-(5-bromo-2-methoxyphenyl)-4-methyl-2-oxopentanoic acid-ethyl ester is obtained. Boiling point: 160° C./0.04 hPa
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07329753B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-a91dd0904abf475cb4a2b79c47437880 |
| Source note | uspto-grants-2008_02 |