Isopropyl 3-aminopropyl(ethyl)phosphinate → Cgp-36216

HRID 973598Notes

Reaction equation

HRID 973598 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][P:5]([CH2:11][CH3:12])(=[O:10])[O:6]C(C)C>Cl>[NH2:1][CH2:2][CH2:3][CH2:4][P:5]([CH2:11][CH3:12])(=[O:6])[OH:10]

Participants

3

Reactant 1

HCID 19090904Isopropyl 3-aminopropyl(ethyl)phosphinate

Product 1

HCID 9898878Cgp-36216

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 7.73 g of isopropyl 3-aminopropyl(ethyl)-phosphinate and 40 ml of 20% hydrochloric acid is refluxed with stirring for 14 hours. The clear solution is evaporated to dryness and the residue is recrystallized from methanol/propylenoxide to give 3-aminopropyl(ethyl)phosphinic acid as a white solid, m.p. 233°-239°; 1H-NMR (D2O): 0.4-1.8 (m, 9H, PCH2CH2 and PCH2CH3); 2.7 (t, 2H,NCH2); 4.55 (s, 3H, OH, NH2).

Workup

  1. temperatureis refluxed
  2. customThe clear solution is evaporated to dryness
  3. customthe residue is recrystallized from methanol/propylenoxide

Sources & evidence

ORD record
ord-6f3c23f914bd40b79d71b76833b84cd8
Source dataset
uspto-grants-1991_11
Patent number
US05064819

Reaction notes

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