Benzyl Alcohol → HCID 88199382, compound

HRID 1069437Notes

Reaction equation

HRID 1069437 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]([CH2:9][C:10]([OH:12])=[O:11])[C:4](=[O:13])[C:3]=1[N+:14]([O-:16])=[O:15].[CH2:17](O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]([CH2:9][C:10]([O:12][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:11])[C:4](=[O:13])[C:3]=1[N+:14]([O-:16])=[O:15]

Participants

5

Reactant 3

HCID 244Benzyl AlcoholHCID 10868DicyclohexylcarbodiimideHCID 54713227HCID 54713227, compound

Product 1

HCID 88199382HCID 88199382, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

0.5 g (2.19 mmol) of 4-hydroxy-6-methyl-3-nitro-2-oxo-1,2-dihydropyridine-1-acetic acid is suspended in 5 ml of dichloromethane, 250 μgl (2.41 mmol) of benzyl alcohol and 0.5 g (2.45 mmol) of 1,3-dicyclohexylcarbodiimide in solution in 5 ml of dichloromethane are added. The mixture is kept stirred for 3 hours at room temperature, it is diluted with 20 ml of dichloromethane, filtered and evaporated. The residue is recrystallized from ethanol. 0.57 g of product is obtained.

Workup

  1. filtrationfiltered
  2. customevaporated
  3. customThe residue is recrystallized from ethanol

Sources & evidence

ORD record
ord-c0a05a588a52467492b2eaf24189a485
Source dataset
uspto-grants-2001_06
Patent number
US06252082B1

Reaction notes

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