HCID 689895, compound → TERT-BUTYL 2-BENZYLHYDRAZINECARBOXYLATE

HRID 366161Notes

Reaction equation

HRID 366161 reaction equation
[C:1]([O:5][C:6]([NH:8][N:9]=[CH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>O1CCCC1.[Pd]>[C:1]([O:5][C:6]([NH:8][NH:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 689895HCID 689895, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 10656659TERT-BUTYL 2-BENZYLHYDRAZINECARBOXYLATEYield 96.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of N'-benzylidenehydrazinecarboxylic acid tert-butyl ester (2.7 g, 12.3 mmol) in tetrahydrofuran (100 ml) was added 10% palladium on carbon (0.3 g) and the mixture was hydrogenated with 280 ml of hydrogen for 40 min at atmospheric pressure. The mixture was filtered through a plug of celite and the filtrate was concentrated in vacuo to give 2.63 g of N'-benzylhydrazinecarboxylic acid tert-butyl ester.

Workup

  1. filtrationThe mixture was filtered through a plug of celite
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-64abae71a23f43dcb6291a69c175bcf9
Source dataset
uspto-grants-2000_10
Patent number
US06127354

Reaction notes

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