Benzyl Alcohol → Dibenzyl pyridine-2,5-dicarboxylate

HRID 2255072Notes

Reaction equation

HRID 2255072 reaction equation
[N:1]1[CH:6]=[C:5]([C:7]([OH:9])=[O:8])[CH:4]=[CH:3][C:2]=1[C:10]([OH:12])=[O:11].S(Cl)(Cl)=O.[CH2:17](O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>>[N:1]1[CH:6]=[C:5]([C:7]([O:9][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:8])[CH:4]=[CH:3][C:2]=1[C:10]([O:12][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:11]

Participants

4

Reactant 3

HCID 244Benzyl AlcoholHCID 74932,5-Pyridinedicarboxylic acidHCID 24386Thionyl Chloride

Product 1

HCID 14210556Dibenzyl pyridine-2,5-dicarboxylate

Procedure

Analogously to Example 1, 20 g of pyridine-2,5-dicarboxylic acid are converted into the acid chloride with 160 m of thionyl chloride and this is reacted with 25.9 g of benzyl alcohol. The product is recrystallized from ethyl acetate, with the addition of active charcoal.

Workup

  1. customThe product is recrystallized from ethyl acetate, with the addition of active charcoal

Sources & evidence

ORD record
ord-6ac6bd6d11414d1e8373ad8cb56dcf43
Source dataset
uspto-grants-1993_08
Patent number
US05238948

Reaction notes

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