Formaldehyde → HCID 14751299, compound

HRID 1651129Notes

Reaction equation

HRID 1651129 reaction equation
[CH3:1][C:2]([C:5]1[CH:6]=[C:7]([CH:16]=[CH:17][C:18]=1[OH:19])[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:9])([CH3:4])[CH3:3].Cl.[CH3:21][NH:22][CH3:23].[OH-].[Na+].[CH2:26]=O>C(O)C>[CH3:21][N:22]([CH2:26][C:17]1[CH:16]=[C:7]([CH:6]=[C:5]([C:2]([CH3:1])([CH3:3])[CH3:4])[C:18]=1[OH:19])[C:8]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)=[O:9])[CH3:23]

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 10473Dimethylamine, hydrochlorideHCID 14798Sodium HydroxideHCID 23051475(3-tert-Butyl-4-hydroxyphenyl)(phenyl)methanone

Product 1

HCID 14751299HCID 14751299, compoundYield 68.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-(1,1-Dimethylethyl)-4-hydroxybenzophenone (2.5 g), 1.71 g of dimethylamine hydrochloride, 0.78 g of sodium hydroxide, and 0.68 g of paraformaldehyde were dissolved in 30 ml of ethanol and the mixture was heated to reflux for 16 hours. The ethanol was then evaporate. Water was added to the residue and the crystals which separated out were filtered and recrystallized from 90% ethanol to give 2.1 g of the desire product, m.p. 129° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 16 hours
  3. customThe ethanol was then evaporate
  4. additionWater was added to the residue
  5. customthe crystals which separated out
  6. filtrationwere filtered
  7. customrecrystallized from 90% ethanol

Sources & evidence

ORD record
ord-5eb76259076143588cb276fb41a5f248
Source dataset
uspto-grants-1990_05
Patent number
US04927835

Reaction notes

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