HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 53914591, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 2-(4-hydroxyphenyl)-2-oxoacetate | HCID 11715332 | — |
| Reactant | 2-Bromo-1-(morpholin-4-yl)ethan-1-one | HCID 13996876 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53914591 | HCID 53914591 | 64.7% |
Reaction Steps
A mixture of 4-hydroxy-alpha-oxobenzeneacetic acid ethyl ester (0.71 g) in dimethylformamide (7 mL) under argon was treated with 55% sodium hydride (0.16 g), stirred for 15 minutes and then 4-(bromoacetyl)morpholine (0.76 g) in dimethylformamide (5 mL) was added. The mixture was stirred at room temperature for 18 hours and worked up as in Example 20. The crude product was purified by HPLC (toluene-hexane; 3:1 ) and then crystallized twice from ethyl acetate-hexane to provide 0.76 g of 4-[2-(4-morpholinyl)-2-oxoethoxy]-alpha-oxobenzeneacetic acid ethyl ester, mp 103°-106 ° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05344843 |
| Source dataset | uspto-grants-1994_09 |
| ORD ID | ord-12c45818d67a46209f7757fc2504afe5 |
| Source note | uspto-grants-1994_09 |