Formaldehyde → HCID 19001508, compound

HRID 1506083Notes

Reaction equation

HRID 1506083 reaction equation
C=O.[CH2:3]([NH2:21])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]CCCCCCCCCC.CC1C(O)=C(C)C(C)=C(C=1)[OH:28]>C(O)(C)C>[O:28]1[C:10]2=[CH:9][CH:8]=[CH:7][CH2:6][CH:5]2[CH2:4][CH2:3][NH:21]1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 12785TrimethylhydroquinoneHCID 15793Octadecylamine

Product 1

HCID 19001508HCID 19001508, compoundYield 272.1%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A 500 ml four-neck flask was initially charged with 30 g of paraformaldehyde at room temperature in 100 ml of isopropanol. 142 g of molten n-octadecylamine were added rapidly. The flask contents were heated to reflux and stirred under reflux for 30 minutes. 76 g of trimethylhydroquinone were added in 3 portions within 15 minutes. The mixture was stirred under reflux for 30 minutes. In the course of cooling to room temperature, a solid precipitated out and was filtered off with suction through a D3 suction filter. The filter residue was washed repeatedly with heptane. Subsequently, the residue was dried overnight in a vacuum drying cabinet at 50° C. and 100 mbar under nitrogen atmosphere. 186.4 g of product were obtained.

Workup

  1. temperatureThe flask contents were heated
  2. temperatureto reflux
  3. temperatureunder reflux for 30 minutes
  4. stirringThe mixture was stirred
  5. temperatureunder reflux for 30 minutes
  6. customa solid precipitated out and
  7. filtrationwas filtered off with suction through a D3 suction
  8. filtrationfilter
  9. washThe filter residue was washed repeatedly with heptane
  10. customSubsequently, the residue was dried overnight in a vacuum
  11. customdrying cabinet at 50° C.

Sources & evidence

ORD record
ord-10f112d60ace4df892d4cc897939d677
Source dataset
uspto-grants-2015_12
Patent number
US09217115B2

Reaction notes

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