Hydrochloric Acid → HCID 70515258, compound

HRID 1706482Notes

Reaction equation

HRID 1706482 reaction equation
[C:1]([CH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([CH3:15])([CH3:14])[C:11]([OH:13])=[O:12])=[CH:6][CH:5]=1)#[N:2].C(O)(=O)CC.[ClH:21]>>[ClH:21].[NH2:2][CH2:1][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([CH3:15])([CH3:14])[C:11]([OH:13])=[O:12])=[CH:6][CH:5]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 1032Propionic AcidHCID 23453058HCID 23453058, compound

Product 1

HCID 70515258HCID 70515258, compound

Procedure

The ethyl 2-[4-(2-aminoethyl)-phenyl]-2-methylpropionate hydrochloride (m.p. 150°-154° C.) used as starting material is obtained by the reaction of 2-(4-chloromethylphenyl)-2-methylpropionic acid (m.p. 121°-122° C.) with sodium cyanide. The 2-(4-cyanomethylphenyl)-2-methylpropionic acid obtained melts at 105°-106° C. This propionic acid derivative is catalytically hydrogenated in ethanolic hydrochloric acid solution to give 2-[4-(2-aminoethyl)-phenyl]-2-methylpropionic acid hydrochloride which, after recrystallization from isopropanol, melts at 247°-248° C. By esterification thereof with ethanol in hydrochloric acid solution, there is obtained the desired ethyl 2-[4-(2-aminoethyl)-phenyl]-2-methylpropionate hydrochloride.

Sources & evidence

ORD record
ord-219f2e2ebb2a4e08a01a2780e8a21588
Source dataset
uspto-grants-1980_06
Patent number
US04207341

Reaction notes

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