HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diazomethane → 4-[[2-(1,1-Dimethylethoxy)-2-oxoethyl]oxy]-alpha-methyl-benzenepropanoic acid, methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diazomethane | HCID 9550 | — |
| Reactant | 4-[[2-(1,1-Dimethylethoxy)-2-oxoethyl]oxy]-alpha-methyl-benzenepropanoic acid | HCID 19764531 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 4-[[2-(1,1-Dimethylethoxy)-2-oxoethyl]oxy]-alpha-methyl-benzenepropanoic acid, methyl ester | HCID 86746787 | — |
Reaction Steps
Dissolve (+)-4-[[2-(1,1-dimethylethoxy)-2-oxoethyl]oxy]-alpha-methyl-benzenepropanoic acid (90% ee) (6.04 g, 20.5 mmol) in ethyl ether (400 mL) and treat with excess diazomethane. Wash with saturated sodium hydrogen carbonate (2×300 mL) and brine (300 mL). Dry (MgSO4) and evaporate the solvent in vacuo to give (+)-4-[[2-(1,1-dimethylethoxy)-2-oxoethyl]oxy]-alpha-methyl-benzenepropanoic acid, methyl ester (5.85 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05208240 |
| Source dataset | uspto-grants-1993_05 |
| ORD ID | ord-cb03b59edc6f49b58f2d6387d49e8bb5 |
| Source note | uspto-grants-1993_05 |