HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → ethyl 5-(4-Boc-morpholin-2-ylmethoxy)-benzofuran-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | 4-(tert-Butoxycarbonyl)morpholine-3-carboxylic acid | HCID 2760133 | — |
| Reactant | Ethyl 5-hydroxybenzofuran-2-carboxylate | HCID 22228632 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | ethyl 5-(4-Boc-morpholin-2-ylmethoxy)-benzofuran-2-carboxylate | HCID 67046596 | — |
Reaction Steps
Triphenyl phosphine polymer bound (8.96 mmol) was suspended in anhydrous dichloromethane (20 ml) then diisopropyl azodicarboxylate (7.76 mmol) was added and the mixture was stirred for 15 minutes at room temperature. Then ethyl 5-hydroxybenzofuran carboxylate (5.97 mmol) was added over 5 minutes followed by the addition of 4-N-boc-3-morpholinecarboxylic acid (5.97 mmol) over 5 minutes too. The mixture was stirred at room temperature over night. The solvent was evaporated under vacuo and the residue purified by flash chromatography to obtain ethyl 5-(4-Boc-morpholin-2-ylmethoxy)-benzofuran-2-carboxylate: m/z=406 in MS ES+, as clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915300B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-7ebb8d9bffd14e4a8362df707733df37 |
| Source note | uspto-grants-2011_03 |