HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethoxalyl chloride → HCID 59696185, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethoxalyl chloride | HCID 20884 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 59855503 | HCID 59855503 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59696185 | HCID 59696185 | 77.1% |
Reaction Steps
A solution of 4′-(2-butyl-benzofuran-3-ylmethyl)-4-(3-phenyl-propoxy)-biphenyl-3-ylamine (129 mg, 0.264 mmol) and diisopropylethylamine (0.115 mL, 2.5 equiv., 0.66 mmol) in dichloromethane (5 mL) was treated with a solution of ethyl chlorooxoacetate (44 mg, 1.2 equiv., 0.317 mmol) in dichloromethane (1 mL). After stirring for 2 h, the solution was diluted with water and extracted with dichloromethane (2×15 mL). The combined organic layers were washed with water, sat'd aq NaCl, dried over anhydrous MgSO4, filtered and concentrated in vacuo. Purification by prep thin layer chromatography (25% ethyl acetate in heptane) afforded N-[4′-(2-butyl-benzofuran-3-ylmethyl)-4-(3-phenyl-propoxy)-biphenyl-3-yl]-oxalamic acid ethyl ester (120 mg, 77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07358248B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-8cfb518101894758863859345dc13ba2 |
| Source note | uspto-grants-2008_04 |