Tert-butyl 2-(4-(benzyloxy)benzoyl)hydrazinecarboxylate → HCID 9813709, compound

HRID 606328Notes

Reaction equation

HRID 606328 reaction equation
C([O:8][C:9]1[CH:25]=[CH:24][C:12]([C:13]([NH:15][NH:16][C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])=[O:14])=[CH:11][CH:10]=1)C1C=CC=CC=1>C(O)C.CO.C(Cl)Cl.[Pd]>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([C:13]([NH:15][NH:16][C:17]([O:19][C:20]([CH3:21])([CH3:23])[CH3:22])=[O:18])=[O:14])=[CH:24][CH:25]=1

Participants

6

Reactant 1

HCID 66822257Tert-butyl 2-(4-(benzyloxy)benzoyl)hydrazinecarboxylate

Product 1

HCID 9813709HCID 9813709, compoundYield 96%

Reagents, catalysts & solvents 4

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl 2-[4-(benzyloxy)benzoyl]hydrazinecarboxylate (975 mg, 2.85 mmol) in presence of catalytic amount of Pd—C 10% in ethanol (40 mL) is hydrogenated for 3 hours. After filtration on celite, the residue is purified on column chromatography (silica gel, 10% MeOH in CH2Cl2) and tert-butyl 2-(4-hydroxybenzoyl)hydrazine carboxylate (0.688 g, yield: 96%) was identified by NMR spectroscopy.

Workup

  1. filtrationAfter filtration on celite

Sources & evidence

ORD record
ord-e943e9bbf6de4899a5cb17917a1e3500
Source dataset
uspto-grants-2011_03
Patent number
US07915295B2

Reaction notes

Loading…