Styrene Oxide → HCID 20317228, compound

HRID 597552Notes

Reaction equation

HRID 597552 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]1[O:20][CH:13]1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(O)CCCCC>>[OH:20][CH:13]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:12][N:3]1[C:4]([CH3:10])([CH3:9])[CH2:5][CH:6]([OH:8])[CH2:7][C:2]1([CH3:11])[CH3:1]

Participants

4

Reactant 3

HCID 7276Styrene OxideHCID 81031-HexanolHCID 754714-Hydroxy-2,2,6,6-tetramethylpiperidine

Product 1

HCID 20317228HCID 20317228, compound

Procedure

A mixture of 3.14 parts of 2,2,6,6-tetramethylpiperidin-4-ol, 30 parts of styrene oxide and 30 parts of n-hexanol was heated at reflux for 18 hours. The n-hexanol solvent and unreacted styrene oxide were removed by distillation under reduced pressure. Crystallisation of the residue from cyclohexane gave 4.2 parts of 1-[2-hydroxy-2-phenylethyl]-2,2,6,6-tetramethylpiperidin-4-ol having a melting point of 123°C and the following elemental analysis by weight.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 18 hours
  3. customThe n-hexanol solvent and unreacted styrene oxide were removed by distillation under reduced pressure
  4. customCrystallisation of the residue from cyclohexane

Sources & evidence

ORD record
ord-4ee5dd7c7f604095b21676aca39fde36
Source dataset
uspto-grants-1977_03
Patent number
US04014887

Reaction notes

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