Acetone → oxazolidine, 2,2,4,4-tetramethyl-

HRID 1263380Notes

Reaction equation

HRID 1263380 reaction equation
[NH2:1][C:2]([CH3:6])([CH3:5])[CH2:3][OH:4].[CH3:7][C:8]([CH3:10])=O>C(Cl)Cl>[CH3:7][C:8]1([CH3:10])[NH:1][C:2]([CH3:6])([CH3:5])[CH2:3][O:4]1

Participants

4

Reactant 2

HCID 180AcetoneHCID 118072-Amino-2-methyl-1-propanol2×

Product 1

HCID 641504oxazolidine, 2,2,4,4-tetramethyl-Yield 77.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Into a 500 mL, three-necked flask with a reverse Dean-Stark trap is added 45 g (500 mmol) of 2-amino-2,2-dimethylethanol, 40 g (700 mmol) of acetone and 200 mL of methylene chloride. The reaction mixture is heated to reflux for 16 hours until no starting 2-amino-2,2-dimethylethanol is detected. The reaction mixture is allowed to cool to ambient temperature and is than concentrated under vacuum (200 mm Hg/30° C.) to give 50 g (77.5% yield) of a colorless liquid. The product is identified by mass spectroscopy (m/z=129) and 1Hnmr analysis.

Workup

  1. temperatureThe reaction mixture is heated
  2. concentrationthan concentrated under vacuum (200 mm Hg/30° C.)

Sources & evidence

ORD record
ord-c59864dd882c4b488dcb6879c3e56e81
Source dataset
uspto-grants-2003_04
Patent number
US06540795B2

Reaction notes

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