Acrylonitrile → 4-(2'-Cyanoethoxy) 1,2,2,6,6-pentamethylpiperidine
Reaction equation
[CH3:1][N:2]1[C:7]([CH3:9])([CH3:8])[CH2:6][CH:5]([OH:10])[CH2:4][C:3]1([CH3:12])[CH3:11].[Na].[C:14](#[N:17])[CH:15]=[CH2:16]>C(O)(C)(C)C>[C:14]([CH2:15][CH2:16][O:10][CH:5]1[CH2:6][C:7]([CH3:8])([CH3:9])[N:2]([CH3:1])[C:3]([CH3:12])([CH3:11])[CH2:4]1)#[N:17]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
To 51 parts of 1,2,2,6,6-pentamethylpiperidin-4-ol a solution of metallic sodium in two parts of tert.butanol was added. 52.5 parts of acrylonitrile was dropped in with rapid stirring. After standing for two days at room temperature the mixture was heated to 80° C. for two hours and distilled under reduced pressure yielding 4-(2'-cyanoethoxy) 1,2,2,6,6-pentamethylpiperidine with a boiling point of 172°-4° C. at 17 mm Hg. This sample was identical to that prepared under Example 88a.
Workup
- distillationdistilled under reduced pressure
Sources & evidence
- ORD record
- ord-f33851ee69904924bad8349f7442f639
- Source dataset
- uspto-grants-1977_09
- Patent number
- US04046737
Reaction notes
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