Benzylamine → N-Benzyl-2,2-dimethoxyethan-1-amine

HRID 406934

Reaction equation

HRID 406934 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:9][O:10][CH:11]([O:14][CH3:15])[CH2:12]Cl.[OH-].[Na+]>O>[CH2:1]([NH:8][CH2:12][CH:11]([O:14][CH3:15])[O:10][CH3:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 7504BenzylamineHCID 14798Sodium HydroxideHCID 609862-Chloro-1,1-dimethoxyethane

Product 1

HCID 276572N-Benzyl-2,2-dimethoxyethan-1-amine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
27.5 °C

Procedure

Benzylamine (0.927 kg), chloroacetaldehydedimethylacetal (0.909 kg), sodium hydroxide solution (0.35 kg) in 2.72 L of water were charged into the flask under stirring at 25-30° C. for 10-15 min. Reaction mass was heated to 100-102° C. under stirring for 30 hrs. After completion of reaction, reaction mass was allowed to settle for 30 min. Two layers are separated and upper product layer was collected, distilled under high vacuum.

Workup

  1. customReaction mass
  2. temperaturewas heated to 100-102° C.
  3. stirringunder stirring for 30 hrs
  4. customAfter completion of reaction, reaction mass
  5. waitto settle for 30 min
  6. customTwo layers are separated
  7. customupper product layer was collected
  8. distillationdistilled under high vacuum

Sources & evidence

ORD record
ord-90d4d3a682834183b60fa6376a558089
Source dataset
uspto-grants-2014_06
Patent number
US08754215B2

Linked notes

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