Benzyl Alcohol → Dibenzyl pyridine-2,5-dicarboxylate

HRID 2379760Notes

Reaction equation

HRID 2379760 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].[CH2:13](O)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>S(Cl)(Cl)=O>[N:1]1[CH:6]=[C:5]([C:7]([O:9][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[O:8])[CH:4]=[CH:3][C:2]=1[C:10]([O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:11]

Participants

4

Reactant 2

HCID 244Benzyl AlcoholHCID 74932,5-Pyridinedicarboxylic acid

Product 1

HCID 14210556Dibenzyl pyridine-2,5-dicarboxylate

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

Analogously to Example 1, 20 g of pyridine-2,5-dicarboxylic acid are converted into the acid chloride with 160 ml 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-8ad88be545bb423d8c9bf8dff6810c1f
Source dataset
uspto-grants-1994_11
Patent number
US05364873

Reaction notes

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