Sodium Hydroxide → HCID 117296381, compound

HRID 923463Notes

Reaction equation

HRID 923463 reaction equation
[CH3:1][C:2]1([CH3:21])[O:6][CH:5]([C:7]2[CH:20]=[CH:19][CH:18]=[CH:17][C:8]=2[CH2:9][NH:10]C(=O)C(F)(F)F)[CH2:4][O:3]1.[OH-].[Na+]>CO>[CH3:1][C:2]1([CH3:21])[O:6][CH:5]([C:7]2[CH:20]=[CH:19][CH:18]=[CH:17][C:8]=2[CH2:9][NH2:10])[CH2:4][O:3]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 118308735HCID 118308735, compound

Product 1

HCID 117296381HCID 117296381, compoundYield 101.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a mixture of 2.19 g of N-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)benzyl]-2,2,2-trifluoroacetamide and 22 ml of methanol was added 5.0 ml of a 2 M aqueous sodium hydroxide solution, followed by stirring at 50° C. for 24 hours. The reaction mixture was left to be cooled to room temperature and then concentrated under reduced pressure, and water was added thereto, followed by extraction with chloroform. The organic layer was dried over anhydrous magnesium sulfate and the solvent was then evaporated under reduced pressure to obtain 1.52 g of 1-[2-(2,2-dimethyl-1,3-dioxolan-4-yl)phenyl]methanamine.

Workup

  1. waitThe reaction mixture was left
  2. temperatureto be cooled to room temperature
  3. concentrationconcentrated under reduced pressure, and water
  4. additionwas added
  5. extractionfollowed by extraction with chloroform
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. customthe solvent was then evaporated under reduced pressure

Sources & evidence

ORD record
ord-74ee18887f834ab0b5321ec286c7e162
Source dataset
uspto-grants-2016_03
Patent number
US09278968B2

Reaction notes

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