Acetonitrile → (1-Amino-2-methylpropan-2-yl)phosphonic acid

HRID 1993117Notes

Reaction equation

HRID 1993117 reaction equation
CC#N.C([O:6][P:7]([C:12]([CH3:16])([CH3:15])[CH2:13][NH2:14])(=[O:11])[O:8]CC)C.C[Si](Br)(C)C>CO>[NH2:14][CH2:13][C:12]([P:7](=[O:6])([OH:11])[OH:8])([CH3:16])[CH3:15]

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 76113BromotrimethylsilaneHCID 58928684Dietyl(2-amino-1,1-dimethyl-ethyl)phosphonate

Product 1

HCID 281240(1-Amino-2-methylpropan-2-yl)phosphonic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of CH3CN (30 mL) of crude 6 (2.5 g) was cooled to 0° C., and treated with TMSBr (8 g, 52 mmol) for 5 hr. The reaction mixture was stirred with methanol for 1.5 hr at room temperature, concentrated, recharged with methanol, concentrated to dryness to give crude 7 which was used for next reaction without further purification.

Workup

  1. concentrationconcentrated
  2. concentrationconcentrated to dryness
  3. customto give crude 7 which
  4. customwas used for next reaction without further purification

Sources & evidence

ORD record
ord-450613276df24dbeb25860721c6e1fa6
Source dataset
uspto-grants-2010_01
Patent number
US07649015B2

Reaction notes

Loading…