2,2-Dimethoxypropane → HCID 19913994, compound
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][NH:13][CH2:14][CH:15]([OH:18])[CH2:16][OH:17])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].CO[C:21](OC)([CH3:23])[CH3:22]>CC(C)=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][N:13]2[CH2:14][CH:15]([CH2:16][OH:17])[O:18][C:21]2([CH3:23])[CH3:22])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A suspension of 3-[2-(3,4-dimethoxyphenyl)ethylamino]-1,2-propanediol (13 g) and 2,2-dimethoxypropane (30 ml) in acetone (400 ml) was stirred at room temperature until a clear solution was obtained (about 24 hours). Evaporation of the solvent gave 15 g of 3-[2-(3,4-dimethoxyphenyl)ethyl]-2,2-dimethyl-5-hydroxymethyloxazolidine, as an oily residue. This residue was dissolved in acetonitrile (500 ml) and to the stirred and ice-cold solution, 3-chloro-6-triphenylmethylazopyridazine (16 g) and sodium hydrice (4 g, as a 50% suspension in oil) were added. Stirring was continued for one hour at room temperature, then 20% hydrochloric acid (20 ml) and brine (200 ml) were added, and the mixture stirred for one hour. The organic layer was separated and evaporated to dryness.