Acetonitrile → 2,2,6,6-Tetramethylpiperidine

HRID 496847Notes

Reaction equation

HRID 496847 reaction equation
[CH3:1][C:2]1[CH:7]=C[C:5](N)=[CH:4][C:3]=1N.[C:10](#[N:12])[CH3:11].[CH2:13]1COCC1>>[CH3:11][C:10]1([CH3:13])[CH2:5][CH2:4][CH2:3][C:2]([CH3:7])([CH3:1])[NH:12]1

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 72612,4-DiaminotolueneHCID 8028Tetrahydrofuran

Product 1

HCID 130352,2,6,6-Tetramethylpiperidine

Procedure

Four amine bases were examined (Table 2) in THF or acetonitrile. Of the 4 amines examined, 2,2,6,6-tetramethylpiperidine gave the best results in both acetonitrile and THF (72%, 65%). Piperidine, which was used in the previous method, gave a low yield.

Sources & evidence

ORD record
ord-289c0523308f4dffa011ddaaa0288a14
Source dataset
uspto-grants-2005_09
Patent number
US06946552B2

Reaction notes

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