Ethylene Oxide → (1-2-Hydroxyethyl)-2,2,6,6-tetramethyl-4-hydroxymethyl-piperidine

HRID 622820Notes

Reaction equation

HRID 622820 reaction equation
[CH3:1][C:2]1([CH3:12])[CH2:7][CH:6]([CH2:8][OH:9])[CH2:5][C:4]([CH3:11])([CH3:10])[NH:3]1.[CH2:13]1[O:15][CH2:14]1>CO>[OH:15][CH2:14][CH2:13][N:3]1[C:4]([CH3:11])([CH3:10])[CH2:5][CH:6]([CH2:8][OH:9])[CH2:7][C:2]1([CH3:12])[CH3:1]

Participants

4

Reactant 2

HCID 6354Ethylene OxideHCID 122935074-Piperidinemethanol, 2,2,6,6-tetramethyl-

Product 1

HCID 53937473(1-2-Hydroxyethyl)-2,2,6,6-tetramethyl-4-hydroxymethyl-piperidine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
120 °C

Procedure

25 g of 2,2,6,6-tetramethyl-4-hydroxymethyl-piperidine of Example 1 (0.146 moles) were dissolved in 50 cc of methanol and added with 8 g (0.18 moles) of ethylene oxide. The solution was introduced into a steel autoclave and heated under stirring during 6 hours at 120° C. Then the solvent was evaporated and the residue was crystallized from acetonitrile. 30 g of product having a M.P. of 81°-83° C. were obtained, the product being characterized by N.M.R. and I.R. analyses and recognized as the product intended to be obtained.

Workup

  1. temperatureheated
  2. customThen the solvent was evaporated
  3. customthe residue was crystallized from acetonitrile
  4. customwere obtained
  5. customto be obtained

Sources & evidence

ORD record
ord-1622ac91569d402eb1fc83be1b33e6a2
Source dataset
uspto-grants-1988_09
Patent number
US04772708

Reaction notes

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