Hydrochloric Acid → Cgp-36216

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

Reactant 2

HCID 313Hydrochloric Acid

HCID 19090904Isopropyl 3-aminopropyl(ethyl)phosphinate

Product 1

HCID 9898878Cgp-36216

Procedure

A mixture of 7.73 g of isopropyl 3-aminopropyl(ethyl)-phosphinate and 40 mlof 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

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

Sources & evidence

ORD record: ord-9dbcee11056945e0a6f0c4cb95f63bd2
Source dataset: uspto-grants-1991_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05051524

Reaction notes

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