HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl morpholine oxide → HCID 86758776, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | HCID 86758777 | HCID 86758777 | — |
| Catalyst | HCID 178419074 | HCID 178419074 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86758776 | HCID 86758776 | 63% |
Reaction Steps
To a solution of ethyl (1SR,2SR,3RS) 2-hydroxymethyl-3-(2′-phenylethyl)cyclopropanecarboxylate (1.15 g, 4.6 mmol) in CH2Cl2 (40 mL) at room temperature and under argon, a molecular sieve (4 Å) (2.2 g) was added. After stirring 5 minutes, NMO (0.54 g, 4.6 mmol) and TPAP (0.03 g, 0.09 mmol) were added and the mixture was stirred overnight. Then the reaction mixture was filtered through celite and the solvent was removed to dryness. After purification of the crude by column chromatography using AcOEt/Hexane 1:6 as eluent, 0.7 g (63% yield) of ethyl (1SR,2SR,3RS) 2-formyl-3-(2′-phenylethyl)cyclopropanecarboxylate was obtained as yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06504052B1 |
| Source dataset | uspto-grants-2003_01 |
| ORD ID | ord-5230e39531174daaa435cd3e55f9d54d |
| Source note | uspto-grants-2003_01 |