HCID 68860790, compound → MY 12-62c

HRID 1455169Notes

Reaction equation

HRID 1455169 reaction equation
[NH:1]([C:8]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[CH:9][C:10]([O:12]CC)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1(OC2C=CC=CC=2)C=CC=CC=1>[CH2:15]([C:8]1[NH:1][C:2]2[C:3]([C:10](=[O:12])[CH:9]=1)=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

3

Reactant 1

HCID 68860790HCID 68860790, compound

Product 1

HCID 164974MY 12-62cYield 50%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

The crude product of ethyl 3-anilino-2-decenoate was mixed with diphenyl ether (50 ml) and heated under reflux for 30 minutes. The solution was cooled to room temperature and then diluted with petroleum ether (b.p. 60-80° C.; 200 ml). The mixture was stirred and the petroleum ether decanted off. The product was chromatographed on a silica column using 3% MeOH/CH2Cl2 as the mobile phase. 2-Heptyl-4(1H)-quinolone was obtained as a crystalline solid in 50% yield.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 30 minutes
  3. customthe petroleum ether decanted off
  4. customThe product was chromatographed on a silica column

Sources & evidence

ORD record
ord-47b58313f18948d4b1ed37689a4c03e4
Source dataset
uspto-grants-2009_01
Patent number
US07482362B2

Reaction notes

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