1-Bromododecane → HCID 21532980, compound

HRID 597547Notes

Reaction equation

HRID 597547 reaction equation
[CH3:1][C:2]1([CH3:11])[CH2:7][CH:6]([OH:8])[CH2:5][C:4]([CH3:10])([CH3:9])[NH:3]1.[CH2:12](Br)[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]>C(O)C>[CH2:23]([N:3]1[C:4]([CH3:10])([CH3:9])[CH2:5][CH:6]([OH:8])[CH2:7][C:2]1([CH3:11])[CH3:1])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH3:12]

Participants

4

Reactant 2

HCID 89191-BromododecaneHCID 754714-Hydroxy-2,2,6,6-tetramethylpiperidine

Product 1

HCID 21532980HCID 21532980, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 15.7 parts of 2,2,6,6-tetramethylpiperidin-4-ol and 12.5 parts of n-dodecyl bromide in 50 parts of ethyl alcohol was heated under reflux conditions for 72 hours. The cooled reaction mixture was filtered to remove 2,2,6,6-tetramethylpiperidin-4-ol hydrobromide formed during the reaction and the ethyl alcohol solvent was removed by distillation under reduced pressure. The residue was treated with petroleum under (b.p. 40°-60°C) and filtered to remove the unreacted 2,2,6,6-tetramethylpiperidin-4-ol and the petroleum ether solvent was removed by distillation under reduced pressure. Fractional distillation of the residue gave 1-n-dodecyl-2,2,6,6-tetramethylpiperidin-4-ol having a melting point of 41°-2°C and the following elemental analysis by weight:

Workup

  1. temperaturewas heated under reflux conditions for 72 hours
  2. customThe cooled reaction mixture
  3. filtrationwas filtered
  4. customto remove 2,2,6,6-tetramethylpiperidin-4-ol hydrobromide
  5. customformed during the reaction
  6. customthe ethyl alcohol solvent was removed by distillation under reduced pressure
  7. additionThe residue was treated with petroleum under (b.p. 40°-60°C)
  8. filtrationfiltered
  9. customto remove the unreacted 2,2,6,6-tetramethylpiperidin-4-ol
  10. customthe petroleum ether solvent was removed by distillation under reduced pressure
  11. distillationFractional distillation of the residue

Sources & evidence

ORD record
ord-114a87da323340c78ecb48e6ebd53b91
Source dataset
uspto-grants-1977_03
Patent number
US04014887

Reaction notes

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