Acetic Anhydride → 1-Acetyl-5-propionyl-3-(ethoxy-phenyl-methylidene)-2-indolinone

HRID 347963Notes

Reaction equation

HRID 347963 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[NH:10][C:9](=[O:14])[CH2:8]2)(=[O:4])[CH2:2][CH3:3].[C:15](OC(=O)C)(=[O:17])[CH3:16].[CH3:22][CH2:23][O:24][C:25](OCC)(OCC)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C(OCC)(=O)C.C1CCCCC1.CO>[C:15]([N:10]1[C:11]2[C:7](=[CH:6][C:5]([C:1](=[O:4])[CH2:2][CH3:3])=[CH:13][CH:12]=2)[C:8](=[C:25]([O:24][CH2:23][CH3:22])[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:9]1=[O:14])(=[O:17])[CH3:16]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 74268Benzene, (triethoxymethyl)-HCID 101764615-Propionyloxindole

Product 1

HCID 689918641-Acetyl-5-propionyl-3-(ethoxy-phenyl-methylidene)-2-indolinone

Reagents, catalysts & solvents 1

HCID 22064753Cyclohexane ethyl acetate methanolSolvent

Procedure

Prepared from 5-propionyl-2-indolinone, acetic anhydride and triethyl orthobenzoate Rf=0.79 (silica gel, ethyl acetate/cyclohexane/methanol 9:9:2)

Sources & evidence

ORD record
ord-f89e82d0ce674bb8bb43cae311dc2137
Source dataset
uspto-grants-2007_02
Patent number
US07176231B2

Reaction notes

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