Hydrochloric Acid → HCID 178449450, compound

HRID 1368870Notes

Reaction equation

HRID 1368870 reaction equation
[NH2:1][CH:2]([PH:6](=[O:8])[OH:7])[CH:3]([CH3:5])[CH3:4].[C:9]1([CH2:15][CH2:16][C:17](Cl)=[O:18])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.Cl.[Cl-].[Na+]>[OH-].[Na+]>[CH3:4][CH:3]([CH3:5])[CH:2]([PH:6](=[O:7])[OH:8])[NH:1][C:17](=[O:18])[CH2:16][CH2:15][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 64801Benzenepropanoyl chlorideHCID 178449953HCID 178449953, compound

Product 1

HCID 178449450HCID 178449450, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
0 °C

Procedure

1-Amino-2-methylpropylphosphinic acid (99.8 mg) prepared by the method described in J. Chem. Soc. Perkin tans 1, 2845(1984) was dissolved in 5 N aqueous sodium hydroxide (0.3 ml). 3-Phenylpropanoyl chloride (0.1 ml) was added to the solution at 0° C., and the resulting mixture was stirred at 0° C. for 1 hour and at room temperature for 3 hours. The mixture was acidified with hydrochloric acid and added with sodium chloride, and then the organic substances were extracted with ethyl acetate. The extract was washed with saturated aqueous sodium chloride and then the organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated to obtain 2-methyl-1-(3-phenylpropanoylamino)propylphosphinic acid (162 mg, 82%). This compound was subjected to the measurement of molecular weight and then used in the following reaction without further purification.

Workup

  1. extractionthe organic substances were extracted with ethyl acetate
  2. washThe extract was washed with saturated aqueous sodium chloride
  3. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated

Sources & evidence

ORD record
ord-99412526451e4d04baad1504dbdbaacc
Source dataset
uspto-grants-2003_06
Patent number
US06576627B1

Reaction notes

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