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

HRID 542426Notes

Reaction equation

HRID 542426 reaction equation
[ClH:1].[NH2:2][CH2:3][C:4]([O:6]CC)=O.[C:9]1([Mg]Br)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>>[ClH:1].[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 178418255HCID 178418255, compound

Product 1

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

Procedure

Treatment of ethyl glycinate hydrochloride (4.5 g) with phenylmagnesium bromide (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-e83dbd1f1cc54bdfb4e2e2f819e0760a
Source dataset
uspto-grants-1987_04
Patent number
US04657898

Reaction notes

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