Acetonitrile → HCID 12689670, compound

HRID 1020867Notes

Reaction equation

HRID 1020867 reaction equation
[CH2:1]([O:3][C:4](=[O:20])/[CH:5]=[C:6](/[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)\[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH3:2].[C:21](#[N:23])[CH3:22]>CC([O-])=O.CC([O-])=O.[Cu+2]>[CH2:1]([O:3][C:4]([C:5]1[C:21]([CH3:22])=[N:23][N:7]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:6]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:20])[CH3:2]

Participants

4

Reactant 2

HCID 6342AcetonitrileHCID 53819213556-76-1

Product 1

HCID 12689670HCID 12689670, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 8895Cupric acetateCatalyst

Procedure

According to AVV A, (Z-3-phenyl-3-phenylamino acrylic acid ethylester (267.3 mg, 1.0 mmol, 1.0 equiv.) was stirred with Cu(OAc)2 (544.9 mg, 3.0 mmol, 3.0 equiv.) into acetonitrile (3.0 ml, 57.1 mmol, 57.1 equiv.) for 21 hours at 110° C. The blue-green raw product (389.3 mg) was purified by means of column chromatography (silica gel (50 g), pentane/EtOAc 98:2→0:100). The product was obtained in the form of a white solid (269.3 mg, 0.88 mmol, 88%).

Workup

  1. customThe blue-green raw product (389.3 mg) was purified by means of column chromatography (silica gel (50 g), pentane/EtOAc 98:2→0:100)

Sources & evidence

ORD record
ord-2a0a93e74c0248a28157fa47f7e423ca
Source dataset
uspto-grants-2014_05
Patent number
US08716485B2

Reaction notes

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