Water → HCID 86675542, compound

HRID 1854779Notes

Reaction equation

HRID 1854779 reaction equation
S(Cl)(Cl)=O.[C:5]1(=[N:17][OH:18])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.O>C1(C)C=CC=CC=1>[C:5]1(=[N:17][OH:18])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.[C:12]1([CH3:11])[CH:13]=[CH:14][CH:15]=[CH:16][CH:5]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24386Thionyl Chloride2×HCID 136762Cyclododecanone, oxime2×

Product 1

HCID 86675542HCID 86675542, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Separately, a 10% by weight solution of thionyl chloride in toluene and a cyclododecanone oxime-toluene solution which was prepared by diluting the 50% by weight solution of cyclododecanone oxime obtained in Reference Example B2 to a concentration of 20% by weight were line-mixed. Then, this mixture was fed to a catalyst pre-preparation reactor equipped with a water-cooling jacket, to prepare a catalytically active species, which was fed to the first tank. Feeding amounts of thionyl chloride and cyclododecanone oxime were 1.5 mol % and 3.75 mol %, respectively, based on cyclododecanone oxime as a starting material, and a residence time in the catalyst pre-preparation reactor was 30 min. A temperature of the rearrangement reaction tank was 105° C. and the total residence time in the first and the second tanks was 25 min.

Workup

  1. customobtained in Reference Example B2 to a concentration of 20% by weight
  2. additionwere line-mixed
  3. customThen, this mixture was fed to a catalyst pre-preparation reactor
  4. temperaturecooling jacket
  5. customto prepare a catalytically active species, which
  6. customa residence time in the catalyst pre-preparation reactor
  7. customA temperature of the rearrangement reaction tank
  8. customwas 105° C.
  9. waitthe total residence time in the first and the second tanks was 25 min.

Sources & evidence

ORD record
ord-f0feb3b610b94c7392b5dc134e75dbd5
Source dataset
uspto-grants-2015_02
Patent number
US08962826B2

Reaction notes

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