4-Hydroxybenzaldehyde → 4-[2-(5-Ethyl-2-pyridinyl)-2-hydroxyethoxy]benzaldehyde

HRID 882108Notes

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]

Participants

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

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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