HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 23508727, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 23508725 | HCID 23508725 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 23508727 | HCID 23508727 | 70% |
Reaction Steps
0.5 g of 5-(4-benzylpiperazin-1-yl)-2-hydroxybenzaldehyde are dissolved in 5 ml of NMP at 20° C. under nitrogen with stirring, and 0.25 g of potassium carbonate and 0.2 ml of ethyl bromoacetate are added. The mixture is stirred at 110° for 4 hours and cooled to 15°. 30 ml of water and 30 ml of ethyl acetate are added to the mixture, the phases are separated, and the aqueous phase is extracted with 30 ml of ethyl acetate. Combined organic phases are washed with 2×30 ml of water and freed from solvent under reduced pressure. The yellow oil which remains (0.7 g) is chromatographed on 10 g of silica gel (MTB ether/heptane 5:1) and gives 0.45 g of product (70%; yellowish oil), MS 382 (M+), 296, 263, 199, 149, 119, 91 (100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06762300B2 |
| Source dataset | uspto-grants-2004_07 |
| ORD ID | ord-06e47b654cc74f35804b29e882dd34e0 |
| Source note | uspto-grants-2004_07 |