Acetone → HCID 22346186, compound

HRID 897116Notes

Reaction equation

HRID 897116 reaction equation
C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[CH3:15][C:16]([NH2:24])([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH3:17].[CH3:25][C:26]([CH3:28])=O>ClCCl>[CH:26]([NH:24][C:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([CH3:17])[CH3:15])([CH3:28])[CH3:25]

Participants

5

Reactant 3

HCID 180AcetoneHCID 68509CumylamineHCID 5049666Sodium triacetoxyborohydride

Product 1

HCID 22346186HCID 22346186, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Sodium triacetoxyborohydride (4.5 g, 21.2 mmol) was added portionwise to a solution of 1-methyl-1-phenylethylamine (0.96 g, 7.1 mmol) in a mixture of acetone (5 ml) and dichloromethane (120 ml). The reaction mixture was stirred at room temperature for 16 hours. The solvent was removed under reduced pressure and the residue was partitioned between aqueous sodium hydroxide solution (2M, 100 ml) and ethyl acetate (200 ml). The ethyl acetate layer was washed with water (100 ml) and brine (100 ml) and then dried over anhydrous magnesium sulphate. The solvent was removed under reduced pressure to give the title compound (1 g) as a colourless oil.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was partitioned between aqueous sodium hydroxide solution (2M, 100 ml) and ethyl acetate (200 ml)
  3. washThe ethyl acetate layer was washed with water (100 ml) and brine (100 ml)
  4. dry with materialdried over anhydrous magnesium sulphate
  5. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-a4ab10e9d16d442db6e91784dc2a0b47
Source dataset
uspto-grants-2005_07
Patent number
US06921753B2

Reaction notes

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