4-Piperidinol, 1,2,2,6,6-pentamethyl- → Bis(1,2,2,6,6-pentamethylpiperidin-4-yl) Hydrazine-1,2-dicarboxylate

HRID 742612Notes

Reaction equation

HRID 742612 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].[NH:13]([C:19]([O:21][CH3:22])=[O:20])[NH:14][C:15](OC)=[O:16]>CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-].[Ti+4]>[NH:13]([C:19]([O:21][CH:22]1[CH2:6][C:7]([CH3:9])([CH3:8])[N:2]([CH3:1])[C:3]([CH3:12])([CH3:11])[CH2:4]1)=[O:20])[NH:14][C:15]([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)=[O:16]

Participants

4

Reactant 2

HCID 754724-Piperidinol, 1,2,2,6,6-pentamethyl-HCID 265934Methyl hydrazidodicarboxylate

Product 1

HCID 53819262Bis(1,2,2,6,6-pentamethylpiperidin-4-yl) Hydrazine-1,2-dicarboxylateYield 38.6%

Reagents, catalysts & solvents 1

HCID 21801Titanium tetrabutoxideCatalyst

Procedure

The procedure of Example 1 is repeated using 33.9 g of 1,2,2,6,6-pentamethylpiperidin-4-ol, 13.3 g of dimethyl hydrazine-1,2-dicarboxylate and 0.31 g of tetrabutyl titanate to afford 14.8 g of the title compound as a white solid; mp 189°-191° C.

Sources & evidence

ORD record
ord-8cdc6dab46e148cbb87f6ae4763ed5a5
Source dataset
uspto-grants-1996_09
Patent number
US05554754

Reaction notes

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