2-Amino-2-methyl-1-propanol → HCID 55284648, compound

HRID 852634Notes

Reaction equation

HRID 852634 reaction equation
[H-].[Na+].[NH2:3][C:4]([CH3:8])([CH3:7])[CH2:5][OH:6].Br[CH2:10][C:11]([CH3:13])=[CH2:12]>CN(C=O)C>[CH3:7][C:4]([NH2:3])([CH3:8])[CH2:5][O:6][CH2:12][C:11]([CH3:13])=[CH2:10]

Participants

5

Reactant 3

HCID 118072-Amino-2-methyl-1-propanolHCID 24758Sodium hydrideHCID 3577853-Bromo-2-methyl-1-propene

Product 1

HCID 55284648HCID 55284648, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of NaH (60% dispersion in mineral oil, 2.0 g, 50 mmol, 1 equiv) in DMF at 0° C. was added 2-amino-2-methyl-1-propanol (4.8 ml, 50 mmol, 1 equiv) and after 1 h 3-bromo-2-methyl-1-propene (5.5 ml, 55 mmol, 1.1 equiv). The resulting solution was stirred at room temperature for 15 h then partitioned between AcOEt and H2O. The two layers were separated and the organic phase was washed with H2O and brine, dried over MgSO4 and distillated (45° C., P=150 mbar) to give 2-methyl-1-[(2-methyl-2-propen-1-yl)oxy]-2-propanamine (F71) as a light pink solid.

Workup

  1. customthen partitioned between AcOEt and H2O
  2. customThe two layers were separated
  3. washthe organic phase was washed with H2O and brine
  4. dry with materialdried over MgSO4
  5. custom(45° C., P=150 mbar)

Sources & evidence

ORD record
ord-24c430964a8744e0887a85765f4ed461
Source dataset
uspto-grants-2007_08
Patent number
US07253198B2

Reaction notes

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