Isobutyraldehyde → HCID 12882429, compound

HRID 1680671Notes

Reaction equation

HRID 1680671 reaction equation
[C:1]([O:5][CH3:6])(=[O:4])[CH:2]=[CH2:3].[CH3:7][C@H:8]([NH2:17])[C@H:9]([OH:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[CH:18](=O)[CH:19]([CH3:21])[CH3:20]>C1(C)C=CC=CC=1>[CH3:6][O:5][C:1](=[O:4])[CH2:2][CH2:3][N:17]1[CH:8]([CH3:7])[CH:9]([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[O:16][CH:18]1[CH:19]([CH3:21])[CH3:20]

Participants

5

Reactant 3

HCID 6561IsobutyraldehydeHCID 7294Methyl AcrylateHCID 10297Phenylpropanolamine

Product 1

HCID 12882429HCID 12882429, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

100 ml. of toluene, 43 g. (0.5 moles) of methyl acrylate and 76 g. (0.5 moles) of l-norephedrine are added to a 500 ml. three neck flask and stirred at room temperature for 24 hours. To the solution is added 50.4 g. (0.7 mole) of isobutyraldehyde and the mixture is heated to remove the water formed, by azeotropic distillation. When no more water can be removed, concentrate and distill. The oxazolidine propionic acid methylester boils at 140°-160° C./0.5 mm. The yield is 129 g. (87%) n23d =1.5020.

Workup

  1. additionTo the solution is added 50.4 g
  2. customto remove the water
  3. customformed, by azeotropic distillation
  4. customWhen no more water can be removed
  5. concentrationconcentrate
  6. distillationdistill

Sources & evidence

ORD record
ord-28a9217815424595ad508c29255a0115
Source dataset
uspto-grants-1981_06
Patent number
US04275198

Reaction notes

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