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4-Hydroxybenzaldehyde → 4-(2-(5-Ethylpyridin-2-yl)-2-hydroxyethoxy)benzaldehyde

HRID 882108
Notes
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Reaction equation

HRID 882108 reaction equation
[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH2:13][O:12]S(=O)[O:10]2)=[N:7][CH:8]=1)[CH3:2].O[C:16]1[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[CH:18][CH:17]=1>CN(C=O)C>[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]([OH:10])[CH2:13][O:12][C:16]2[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[CH:18][CH:17]=2)=[N:7][CH:8]=1)[CH3:2]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 1264-HydroxybenzaldehydeHCID 573520894-(5-Ethylpyridin-2-yl)-1,3,2lambda~4~-dioxathiolan-2-one

Product 1

HCID 115507874-(2-(5-Ethylpyridin-2-yl)-2-hydroxyethoxy)benzaldehydeYield 48.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

0.5 g (0.0023 mol) 5-ethyl-2-(2-oxo-[1,3,2]-dioxathiolan-4-yl)-pyridine was added into solution of 0.343 g (0.0027 mol) p-hydroxy benzaldehyde dissolved in 5 mL DMF. Reaction mixture was heated at 80° C. for 14 hr. Subsequent work up furnished 0.3 g (47%) the desired product.

Workup

  1. customReaction mixture

Sources & evidence

ORD record
ord-b189dd4ad4a04ec5a15eaecddb40d52d
Source dataset
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08993773B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes