Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromide ion | HCID 259 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Diethyl methylmalonate | HCID 11857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Product | HCID 5088009 | HCID 5088009 | — |
Reaction Steps
To a solution of diethyl methylmalonate (5.19 g) in 100 mL of THF was added NaH (1.2 g, 60%) at 0° C. in portions. The mixture was stirred at 0° C. for 10 min, and to this solution was then added the bromide intermediate (3.84 g) in one portion. The mixture was warmed to 23° C. and stirred for 1 h before the addition of water. The resulting mixture was extracted with ethyl acetate, concentrated and purified by Biotage (5-10% ethyl acetate in hexane) to give the diester containing some diethyl methyl malonate contaminant as a crude oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08168649B2 |
|---|
| Source dataset | uspto-grants-2012_05 |
|---|
| ORD ID | ord-f2e4dafc28a646ec9c0d8ec300375ff5 |
|---|
| Source note | uspto-grants-2012_05 |
|---|