Aniline → HCID 59443460, compound

HRID 1035629Notes

Reaction equation

HRID 1035629 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[CH:21]=[CH:22]/[C:23]([OH:25])=O)[CH:6]=[C:7]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([O:19][CH3:20])[CH:15]=3)[CH:10]=2)[CH:8]=1.[NH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>>[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[CH:21]=[CH:22]/[C:23]([NH:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[O:25])[CH:6]=[C:7]([C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([O:19][CH3:20])[CH:15]=3)[CH:10]=2)[CH:8]=1

Participants

3

Reactant 2

HCID 6115AnilineHCID 59443486HCID 59443486, compound

Product 1

HCID 59443460HCID 59443460, compoundYield 62%

Procedure

The compound was prepared by reaction of (E)-3-[3-methoxy-5-(6-methoxy-naphthalene-2-yl)phenyl]acrylic acid (300 mg, 0.89 mmol, 1 eq) with aniline (1 eq) according to method D. Purification by column chromatography with hexane/ethyl acetate 2/1 as the eluent yielded the desired product in a yield of 62%, 227 mg.

Workup

  1. customPurification by column chromatography with hexane/ethyl acetate 2/1 as the eluent

Sources & evidence

ORD record
ord-b237c20dcb264e0c8fc3cd2d73ddc181
Source dataset
uspto-grants-2013_10
Patent number
US08546392B2

Reaction notes

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