HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 2-chloro-3-oxo-3-phenylpropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sulfuryl chloride | HCID 24648 | — |
| Reactant | Ethyl isobutyrylacetate | HCID 81583 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Product | Ethyl 2-chloro-3-oxo-3-phenylpropanoate | HCID 9855991 | 84% |
Reaction Steps
A solution of sulfuryl chloride (12.4 mmol) in toluene (5 mL) was added dropwise via an additional funnel to a solution of ethyl isobutyrylacetate (12.4 mmol) in toluene (20 mL) over 5 minutes at rt. The resulting mixture was stirred at rt overnight. Water was added slowly. The resulting two-phase mixture was basified with saturated NaHCO3 and extracted with EtOAc. The combined organic extracts were washed with brine, dried over anhyd. sodium sulfate, and removed in vacuo to afford 2.2 g (84%) of product as a pale yellow oil. MH+=227.0, retention time (LC-MS)=2.77 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06780859B2 |
| Source dataset | uspto-grants-2004_08 |
| ORD ID | ord-8d2d2b7c85524030b7c8c8a72a1d8240 |
| Source note | uspto-grants-2004_08 |