O-Xylene → 16-Methylheptadecanoic Acid

HRID 1703737Notes

Reaction equation

HRID 1703737 reaction equation
[N-]=[C:2]=[O:3].[C:4]1([CH3:11])[C:5]([CH3:10])=[CH:6][CH:7]=[CH:8][CH:9]=1>>[C:2]([OH:3])(=[O:3])[CH2:10][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:4][CH2:11][CH2:10][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH:4]([CH3:11])[CH3:2]

Participants

3

Reactant 2

HCID 7237O-XyleneHCID 105034Isocyanate

Product 1

HCID 2185916-Methylheptadecanoic Acid

Conditions

Temperature
28 °C

Procedure

Then 200 ml. xylene was added and 100 g n-C18 -isocyanate (0.339 mole) was dispersed in the mixture with stirring. The temperature was about 45° C. and the mixture was allowed to cool to about 28° C. The mixture containing a little floc was filtered and solvent removed by "Rotavapor". The solid was dissolved in cyclohexane, filtered and again recovered by solvent evaporation. It was again washed with cyclohexane to give a white, waxy solid. Nitrogen content was 8.6 wt. %.

Workup

  1. customwas about 45° C.
  2. additionThe mixture containing a little floc
  3. filtrationwas filtered
  4. customsolvent removed by "Rotavapor"
  5. dissolutionThe solid was dissolved in cyclohexane
  6. filtrationfiltered
  7. customagain recovered by solvent evaporation
  8. washIt was again washed with cyclohexane
  9. customto give a white, waxy solid

Sources & evidence

ORD record
ord-18d649a86ee94d4aa858b2dd3833ac3c
Source dataset
uspto-grants-1978_11
Patent number
US04125383

Reaction notes

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