Formaldehyde → HCID 10845592, compound

HRID 1756633Notes

Reaction equation

HRID 1756633 reaction equation
[CH3:1][O:2][CH2:3][O:4][CH2:5][C:6]1[CH:7]=[CH:8][C:9]([CH3:12])=[N:10][CH:11]=1.[CH2:13]=[O:14]>>[CH3:1][O:2][CH2:3][O:4][CH2:5][C:6]1[CH:7]=[CH:8][C:9]([CH2:12][CH2:13][OH:14])=[N:10][CH:11]=1

Participants

3

Reactant 2

HCID 712FormaldehydeHCID 10844808HCID 10844808, compound

Product 1

HCID 10845592HCID 10845592, compoundYield 33%

Procedure

A mixture of 5-methoxymethoxymethyl-2-methylpyridine (30.5 g) and formalin (37% aq., HCHO, 22.2 g) was heated in a sealed tube at 150° to 160° C. for 8 hours. The reaction mixture was concentrated under reduced pressure and the oily residue was subjected to silica gel column chromatography. A fraction eluted with chloroform-methanol (20:1, v/v) gave 2-(5-methoxymethoxymethyl-2-pyridyl)ethanol (11.8 g, yield: 33%) as oil.

Workup

  1. temperaturewas heated in a sealed tube at 150° to 160° C. for 8 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. washA fraction eluted with chloroform-methanol (20:1

Sources & evidence

ORD record
ord-2f7fad37626544c49a1841e9a76c463b
Source dataset
uspto-grants-1995_08
Patent number
US05441971

Reaction notes

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