Benzyl Alcohol → Pyridine-2,4-dicarboxylic acid dibenzyl ester

HRID 440304Notes

Reaction equation

HRID 440304 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]([OH:9])=[O:8])=[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>>[CH2:17]([O:11][C:10]([C:2]1[CH:3]=[C:4]([C:7]([O:9][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:8])[CH:5]=[CH:6][N:1]=1)=[O:12])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 3

HCID 244Benzyl AlcoholHCID 103652,4-Pyridinedicarboxylic acidHCID 24386Thionyl Chloride

Product 1

HCID 14837626Pyridine-2,4-dicarboxylic acid dibenzyl ester

Procedure

30g of pyridine-2,4-dicarboxylic acid are converted into the acid chloride using 30 ml of thionyl chloride analogously to Example 1 and the acid chloride is reacted with 43.8 g of benzyl alcohol. The product is recrystallized from diisopropyl ether.

Workup

  1. customThe product is recrystallized from diisopropyl ether

Sources & evidence

ORD record
ord-4908211bbd3c400ab689a88f731cd432
Source dataset
uspto-grants-1996_05
Patent number
US05519038

Reaction notes

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