HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → 2-(2-Methoxyphenyl)acetaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sulfur trioxide | HCID 24682 | — |
| Reactant | 2-Methoxyphenethyl alcohol | HCID 81909 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(2-Methoxyphenyl)acetaldehyde | HCID 269548 | 86% |
Reaction Steps
A solution of pyridine complex with sulfur trioxide (134 g, 0.842 mol) in dimethylsulfoxide (150 mL) was slowly added to a solution of 2-(2-methoxy-phenyl)-ethanol (43 g, 0.28 mol) and triethylamine (86 g, 0.85 mol) in dichloromethane (500 mL) at 0° C. After being stirred 30 min, the mixture was poured into a saturated aqueous solution of sodium chloride and the organic layer was washed with dilute hydrochloric acid, a saturated aqueous solution of sodium chloride, dried over sodium sulfate and evaporated to dryness to give (2-methoxy-phenyl)-acetaldehyde (36 g, 0.24 mol, 86%) which was used in the next step directly.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08759335B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-74a84c87c09243949b11f5548591bc27 |
| Source note | uspto-grants-2014_06 |