1-Bromohexane → HCID 54003994, compound

HRID 1076230Notes

Reaction equation

HRID 1076230 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.Br[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]>C(#N)C>[CH2:13]([N:3]1[C:4]([CH3:10])([CH3:9])[CH2:5][CH:6]([OH:8])[CH2:7][C:2]1([CH3:11])[CH3:1])[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

4

Reactant 2

HCID 81011-BromohexaneHCID 754714-Hydroxy-2,2,6,6-tetramethylpiperidine

Product 1

HCID 54003994HCID 54003994, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

258.9 Parts of 2,2,6,6-tetramethylpiperidin-4-ol, 540 parts of bromohexane and 1000 parts of acetonitrile were heated at reflux for 72 hours. After cooling the solid was filtered off and the filtrate evaporated in vacuo to yield a semi-solid material. Addition of petroleum ether of boiling range 40° to 60°C gave further precipitation and the solution was filtered once more. Evaporation in vacuo of the filtrate gave a liquid which was distilled at 116°C/0.1 mm to give 106.1 parts of 1-n-hexyl-2,2,6,6-tetramethylpiperidin-4-ol. This material gave the following elemental analysis by weight:

Workup

  1. temperatureat reflux for 72 hours
  2. temperatureAfter cooling the solid
  3. filtrationwas filtered off
  4. customthe filtrate evaporated in vacuo
  5. customto yield a semi-solid material
  6. customgave further
  7. customprecipitation
  8. filtrationthe solution was filtered once more
  9. customEvaporation in vacuo of the filtrate
  10. customgave a liquid which
  11. distillationwas distilled at 116°C/0.1 mm

Sources & evidence

ORD record
ord-358efcdfa00a4c2e85e492e8576fc628
Source dataset
uspto-grants-1976_05
Patent number
US03956310

Reaction notes

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