Acrylic Acid → 3-o-Tolylamino-propionic acid

HRID 1981598Notes

Reaction equation

HRID 1981598 reaction equation
[NH2:1][C:2]1[C:3]([CH3:8])=[CH:4][CH:5]=[CH:6][CH:7]=1.[C:9]([OH:13])(=[O:12])[CH:10]=[CH2:11]>O>[CH3:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH:1][CH2:11][CH2:10][C:9]([OH:13])=[O:12]

Participants

4

Reactant 2

HCID 6581Acrylic AcidHCID 7242O-Toluidine

Product 1

HCID 24353773-o-Tolylamino-propionic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-(2-Methylanilino)propionic acid is prepared in a manner similar to that described in Example 1, but starting from o-toluidine (64.3 g; 0.60 mol), acrylic acid (11.6 g; 0.16 mol) and water (36.6 cc). A white powder (23.85 g) is thus obtained which, after recrystallisation in a toluene/hexane mixture (70:30 by volume), gives a pure product (21.7 g; 0.12 mol), m.p. 87° C.

Sources & evidence

ORD record
ord-359d1ec15a81417ebe24fbb6ea2a4d26
Source dataset
uspto-grants-1986_06
Patent number
US04593101

Reaction notes

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