2-Methoxybenzaldehyde → 5-(2-Methoxyphenyl)-1,3-oxazole
Reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=[O:6].S([CH2:21][N+:22]#[C-:23])(C1C=CC(C)=CC=1)(=O)=O.C(=O)([O-])[O-].[K+].[K+]>CO>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[C:5]1[O:6][CH:23]=[N:22][CH:21]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 2-methoxybenzaldehyde (10.0 g, 73.4 mmol), tosylmethylisocyanide (14.34 g, 73.4 mmol) and potassium carbonate (10.14 g, 73.4 mmol) in 220 ml methanol is heated at reflux for 6 hours. The solvent is removed under reduced pressure and the residue poured into ice-water (800 ml). The precipitate is collected by filtration, washed with water, and dried in vacuo to give 9.05 g of 5-(2-methoxyphenyl)oxazole (70%).
Workup
- temperatureis heated
- temperatureat reflux for 6 hours
- customThe solvent is removed under reduced pressure
- additionthe residue poured into ice-water (800 ml)
- filtrationThe precipitate is collected by filtration
- washwashed with water
- customdried in vacuo
Sources & evidence
- ORD record
- ord-b811ba8842d64631a744eb5d9830d8f1
- Source dataset
- uspto-grants-2004_05
- Patent number
- US06730792B2
Reaction notes
Loading…