Formaldehyde → HCID 14794090, compound

HRID 1608379Notes

Reaction equation

HRID 1608379 reaction equation
[CH2:1]=[O:2].[CH3:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([CH3:13])([CH3:12])[CH3:11])[C:5]=1[OH:14].[CH3:15]O>CNC>[CH3:3][C:4]1[CH:9]=[C:8]([CH2:1][O:2][CH3:15])[CH:7]=[C:6]([C:10]([CH3:11])([CH3:13])[CH3:12])[C:5]=1[OH:14]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 887MethanolHCID 166782-tert-Butyl-6-methylphenol

Product 1

HCID 14794090HCID 14794090, compound

Reagents, catalysts & solvents 1

HCID 674DimethylamineCatalyst

Conditions

Temperature
130 °C

Procedure

In a 1 liter stainless steel autoclave was placed 440 ml methanol, 19.6 g (0.65 mole) paraformaldehyde, 5.3 g (0.048 mole) 40 percent aqueous dimethylamine catalyst and 82.4 g (0.5 mole) 2-methyl-6-tert-butylphenol. The autoclave was sealed and heated while stirring to 130° C. Stirring was continued at 130° C. for 3 hours 10 minutes. Analysis by gas chromatograph (GC) showed the reaction forming 2-methyl-6-tert-butyl-4-methoxymethylphenol to be 95 percent complete. The mixture was transferred to a distillation flask under nitrogen and the excess methanol was distilled out up to a flask temperature of 100° C. The residue was cooled and dissolved in 290 g methylene chloride.

Workup

  1. customThe autoclave was sealed
  2. temperatureheated
  3. stirringStirring

Sources & evidence

ORD record
ord-235c3108f1624749a09b52094e594ef2
Source dataset
uspto-grants-1989_09
Patent number
US04870214

Reaction notes

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