Morpholinium 4-(3-methoxy-4-n-propoxyphenyl)-2-morpholino-4-oxobutyrate → 4-(4-Ethoxy-3-methoxyphenyl)-2-morpholino-4-oxobutyric acid

HRID 247391Notes

Reaction equation

HRID 247391 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13](=[O:25])[CH2:14][CH:15]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[C:16]([O-:18])=[O:17])[CH:6]=[CH:7][C:8]=1[O:9][CH2:10][CH2:11]C.[NH2+]1CCOCC1.C(OC1C=CC(C(=O)CC(N2CCOCC2)C([O-])=O)=CC=1OC)CCC.[NH2+]1CCOCC1.C(OC1C=CC(C(=O)CC(N2CCOCC2)C(O)=O)=CC=1OC)C=C.C(OC1C=CC(C(=O)CC(N2CCOCC2)C([O-])=O)=CC=1OC)C.[NH2+]1CCOCC1>>[CH2:10]([O:9][C:8]1[CH:7]=[CH:6][C:5]([C:13](=[O:25])[CH2:14][CH:15]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[C:16]([OH:18])=[O:17])=[CH:4][C:3]=1[O:2][CH3:1])[CH3:11]

Participants

5

Reactant 4

HCID 20160640Morpholinium 4-(3-methoxy-4-n-propoxyphenyl)-2-morpholino-4-oxobutyrateHCID 20160644Morpholinium 4-(4-n-butoxy-3-methoxyphenyl)-2-morpholino-4-oxobutyrateHCID 201606504-(4-Allyloxy-3-methoxyphenyl)-2-morpholino-4-oxobutyric acidHCID 20160661Morpholinium 4-(4-ethoxy-3-methoxyphenyl)-2-morpholino-4-oxobutyrate

Product 1

HCID 201606434-(4-Ethoxy-3-methoxyphenyl)-2-morpholino-4-oxobutyric acid

Procedure

In an analogous manner, morpholinium 4-(3-methoxy-4-n-propoxyphenyl)-2-morpholino-4-oxobutyrate, m.p. 110°; morpholinium 4-(4-n-butoxy-3-methoxyphenyl)-2-morpholino-4-oxobutyrate, m.p. 120°; 4-(4-allyloxy-3-methoxyphenyl)-2-morpholino-4-oxobutyric acid, m.p. 166°; morpholinium 4-(4-ethoxy-3-methoxyphenyl)-2-morpholino-4-oxobutyrate, m.p. 131°; 4-(4-ethoxy-3-methoxyphenyl)-2-morpholino-4-oxobutyric acid, m.p. 157° are prepared from the corresponding acetophenones.

Sources & evidence

ORD record
ord-c0621a9a2f29438ba20347717bc74c80
Source dataset
uspto-grants-1987_11
Patent number
US04707481

Reaction notes

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