Sodium Hydroxide → HCID 22717917, compound

HRID 1368891Notes

Reaction equation

HRID 1368891 reaction equation
[NH2:1][CH:2]([P:6](=[O:9])([OH:8])[OH:7])[CH:3]([CH3:5])[CH3:4].[OH-].[Na+].[C:12]1([CH2:18][CH2:19][C:20](Cl)=[O:21])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>O>[CH3:4][CH:3]([CH3:5])[CH:2]([P:6](=[O:8])([OH:7])[OH:9])[NH:1][C:20](=[O:21])[CH2:19][CH2:18][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 64801Benzenepropanoyl chlorideHCID 98387(1-AMINO-2-METHYLPROPYL)PHOSPHONIC ACID

Product 1

HCID 22717917HCID 22717917, compoundYield 11%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-Amino-2-methylpropylphosphonic acid (2.7 g) described in Synthesis 370(1988) was dissolved in water (27 ml), and the solution was added with 5 N aqueous sodium hydroxide (10.5 ml) and 3-phenylpropanoyl chloride (2.6 ml) and stirred at room temperature for 16 hours. The reaction mixture was washed with diethyl ether and acidified with hydrochloric acid. The organic substances were extracted with ethyl acetate, and the extract was washed with saturated brine to obtain 2-methyl-1-(3-phenylpropanoylamino)propylphosphonic acid (554 mg, 11%).

Workup

  1. washThe reaction mixture was washed with diethyl ether
  2. extractionThe organic substances were extracted with ethyl acetate
  3. washthe extract was washed with saturated brine

Sources & evidence

ORD record
ord-27ecdfc21ad94c368467f7e21894975e
Source dataset
uspto-grants-2003_06
Patent number
US06576627B1

Reaction notes

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