Propylene Oxide → HCID 21871734, compound

HRID 597550Notes

Reaction equation

HRID 597550 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:15][CH:13]1[CH3:14]>C(O)(C)C>[OH:15][CH:13]([CH3:14])[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 2

HCID 6378Propylene OxideHCID 754714-Hydroxy-2,2,6,6-tetramethylpiperidine

Product 1

HCID 21871734HCID 21871734, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
160 °C

Procedure

A mixture of 3.14 parts of 2,2,6,6-tetramethylpiperidin-4-ol, 10 parts of propylene oxide and 10 parts of isopropanol was charged to an autoclave. A pressure of 100 atmospheres of nitrogen was applied and the mixture heated at 160°C for 6 hours. The isopropanol solvent and unreacted propylene oxide were removed by distillation under reduced pressure. Crystallisation of the residue from cyclohexane gave 3.0 parts of 1[2-hydroxypropyl]-2,2,6,6-tetramethylpiperidin-4-ol having a melting point of 97°-8°C and on further purification of 107°-8°C and the following elemental analysis by weight:

Workup

  1. additionwas charged to an autoclave
  2. customThe isopropanol solvent and unreacted propylene oxide were removed by distillation under reduced pressure
  3. customCrystallisation of the residue from cyclohexane

Sources & evidence

ORD record
ord-2c98ee0ca7ca44df8af72a4308e74f6b
Source dataset
uspto-grants-1977_03
Patent number
US04014887

Reaction notes

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