(3-Amino-4-hydroxyphenyl)acetic acid → 5-Benzoxazoleacetic acid, 2-(4-chlorophenyl)-
Reaction equation
CCO[CH2:4][CH3:5].[ClH:6].[NH2:7][C:8]1[CH:9]=[C:10]([CH2:15][C:16]([OH:18])=[O:17])[CH:11]=[CH:12][C:13]=1[OH:14]>CO>[Cl:6][C:8]1[CH:9]=[CH:10][C:4]([C:5]2[O:14][C:13]3[CH:12]=[CH:11][C:10]([CH2:15][C:16]([OH:18])=[O:17])=[CH:9][C:8]=3[N:7]=2)=[CH:12][CH:13]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A suspension of p-chlorobenzimidoethyl ether hydrochloride (16.5 g.) and 3-amino-4-hydroxyphenylacetic acid (12.53 g.) in methanol (75 ml.) was refluxed for 2 hours. After standing at room temperature overnight the white solid product was removed by filtration. Re-crystallisation from ethanol gave the required acid, m.p. 241° - 242° C.
Workup
- temperaturewas refluxed for 2 hours
- customthe white solid product was removed by filtration
Sources & evidence
- ORD record
- ord-2038d94571204e3d800a27f571465d69
- Source dataset
- uspto-grants-1977_05
- Patent number
- US04021440
Reaction notes
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