Glycine ethyl ester, hydrochloride → Benzhydrol, alpha-(aminomethyl)-, hydrochloride

HRID 542436Notes

Reaction equation

HRID 542436 reaction equation
Cl.[NH2:2][CH2:3][C:4]([O:6]CC)=O.[C:9]1([Mg][Cl:16])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>>[ClH:16].[C:9]1([C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)([OH:6])[CH2:3][NH2:2])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 2723640Glycine ethyl ester, hydrochlorideHCID 178478979HCID 178478979, compound

Product 1

HCID 201827Benzhydrol, alpha-(aminomethyl)-, hydrochloride

Procedure

Treatment of ethyl glycinate hydrochloride (4.5 g) with phenylmagnesium chloride (from 0.39 mole each of bromobenzene and magnesium), as discussed by A. McKenzie and G. O. Wills J. Chem. Soc. 1925, 127, 283 (and references cited therein), affords the title compound (mp 191°-193° C.).

Sources & evidence

ORD record
ord-6a15725e527245438007c42667c59ea2
Source dataset
uspto-grants-1987_04
Patent number
US04657897

Reaction notes

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