HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 890813Generated: October 23, 2026
Diethyl Oxalate → Ethyl 7-[(tert-butyldimethylsilyl)oxy]-2,4-dioxoheptanoate
https://huagongshe.com/en/reaction/890813
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Oxalate | HCID 7268 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 5-[(Tert-butyldimethylsilyl)oxy]pentan-2-one | HCID 10680263 | — |
| Product | Ethyl 7-[(tert-butyldimethylsilyl)oxy]-2,4-dioxoheptanoate | HCID 54073086 | 16.6% |
Reaction Steps
Diethyl oxalate (4.048 g, 37.7 mmol) was added to solid sodium ethoxide (0.472 g, 69.3 mmol) at 0° C. followed by slow addition of 5-(tert-butyl-dimethyl-silanyloxy)-pentan-2-one (1.500 g, 69.3 mmol). The resulting orange solution was stirred at 0° C. for 10 minutes and at room temperature for 3 h. Purification by flash chromatography (19:1 hexanes:EtOAc to 9:1 EtOAc:MeOH) provided the title compound (1.982 g); MS 317 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06998423B2 |
|---|
| Source dataset | uspto-grants-2006_02 |
|---|
| ORD ID | ord-e8f8be09dfe2461c9f7b1abe70948934 |
|---|
| Source note | uspto-grants-2006_02 |
|---|
