Water → HCID 55284641, compound

HRID 2072007Notes

Reaction equation

HRID 2072007 reaction equation
[CH2:1]([CH2:4][NH:5][C:6]([CH3:10])([CH3:9])[C:7]#[N:8])[CH:2]=[CH2:3].O>C1C=CC=CC=1>[CH2:1]([CH2:4][NH:5][C:6]([CH3:10])([CH3:9])[CH2:7][NH2:8])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 962WaterHCID 21409920HCID 21409920, compound

Product 1

HCID 55284641HCID 55284641, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

2-Allylmethylamino-2-methylpropionitrile (1.3 g.,) in benzene (20 ml., dry) was added dropwise to a stirred solution of sodium dihydro-bis [2-methoxy-ethoxy]aluminate (6.7 g.,) in benzene (30 ml., dry) under an atmosphere of nitrogen and stirred overnight. The excess reducing agent was decomposed by the dropwise addition of water. The phases were separated, the organic phase was washed with water, the aqueous phase was washed with benzene and the combined organic extract was dried (MgSO4) and the solvent was removed in vacuo to give a pale yellow liquid (1.8 g.). Distillation at 80°-90°/15 mm. gave 2-allylmethylamino-2-methylpropylamine as a colourless liquid (0.8 g., 60%).

Workup

  1. customThe phases were separated
  2. washthe organic phase was washed with water
  3. washthe aqueous phase was washed with benzene
  4. extractionthe combined organic extract
  5. dry with materialwas dried (MgSO4)
  6. customthe solvent was removed in vacuo
  7. customto give a pale yellow liquid (1.8 g.)
  8. distillationDistillation at 80°-90°/15 mm

Sources & evidence

ORD record
ord-815a6304e27f443d82124404fdd0590b
Source dataset
uspto-grants-1977_09
Patent number
US04049663

Reaction notes

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