2,2-Dimethoxypropane → HCID 19913994, compound

HRID 1090836Notes

Reaction equation

HRID 1090836 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

HCID 64952,2-DimethoxypropaneHCID 12875895HCID 12875895, compound

Product 1

HCID 19913994HCID 19913994, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

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.

Workup

  1. customwas obtained (about 24 hours)
  2. customEvaporation of the solvent

Sources & evidence

ORD record
ord-4bb4d65ed6794f9591a9a8e1b2d4408a
Source dataset
uspto-grants-1992_01
Patent number
US05082939

Reaction notes

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