Pyridine → HCID 21938223, compound

HRID 1242129Notes

Reaction equation

HRID 1242129 reaction equation
CN(C)/C=C/[C:5]1[CH:6]=[C:7]([CH:12]=[CH:13][C:14]=1[N+:15]([O-:17])=[O:16])[C:8]([O:10][CH3:11])=[O:9].N1C=CC=C[CH:20]=1.[C:25](Cl)(=[O:27])[CH3:26].C(Cl)Cl>O.O1CCOCC1>[O:27]=[C:25]([CH3:20])[CH2:26][C:13]1[CH:12]=[C:7]([CH:6]=[CH:5][C:14]=1[N+:15]([O-:17])=[O:16])[C:8]([O:10][CH3:11])=[O:9]

Participants

7

Reactant 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 6367Acetyl chlorideHCID 6314544HCID 6314544, compound

Product 1

HCID 21938223HCID 21938223, compoundYield 46.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

According to the method of Production Example 1, a mixed solution of methyl E-3-(2-dimethylaminovinyl)-4-nitrobenzoate (45.05 g), pyridine (23.51 g), acetyl chloride (21.20 g) and methylene chloride (200 ml) is stirred at room temperature for 61 hours, and then heated under reflux with 1,4-dioxane in water for 18 hours to obtain methyl 3-(2-oxopropyl)-4-nitrobenzoate (19.67 g).

Workup

  1. temperatureheated

Sources & evidence

ORD record
ord-f0590c5410bf4f41a66545480f6b0173
Source dataset
uspto-grants-2006_10
Patent number
US07115647B2

Reaction notes

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