471. α-(α-Aminopropyl)benzyl Alcohol

Nomenclature

CAS number: 5897-76-7
α-(1-Aminopropyl)benzenemethanol; 2-amino-1-phenyl-1-butanol; β-amino-α-phenylbutyl alcohol; 1-phenyl-1-hydroxy-2-amino-n-butane.
C10H15NO; mol wt 165.23.
C 72.69%, H 9.15%, N 8.48%, O 9.68%.

Description and references

Prepn of the dl-threo-form: Abrams, Kipping, J. Chem. Soc. 1936, 1480; Rebstock et al., J. Am. Chem. Soc. 73, 3666 (1951). Prepn of the dl-erythro-form: Hartung et al., ibid. 52, 3317 (1930); Rebstock et al., loc. cit. See also Beilstein 13, suppl. 3, 1791-1792 (1973).

Chemical structure

Derivative

dl-threo-Form.

Properties

Thick, shiny plates from benzene + petr ether, mp 79-80° (Abrams, Kipping); 78-79° (Rebstock et al.). Freely sol in alcohol; moderately sol in chloroform, benzene; sparingly sol in petr ether.

Derivative

dl-threo-Form hydrochloride.
C10H15NO.HCl; mol wt 201.69.
C 59.55%, H 8.00%, N 6.94%, O 7.93%, Cl 17.58%.

Properties

Lustrous prisms, mp 195-196° (Abrams, Kipping); 204-205° (Rebstock et al.). Freely sol in water; sol in alcohol; slightly sol in chloroform.

Derivative

dl-erythro-Form.

Properties

mp 80.5-81°.

Derivative

dl-erythro-Form hydrochloride.

Properties

mp 242°.