HCID 68737292, compound → HCID 68738220, compound

HRID 1628531Notes

Reaction equation

HRID 1628531 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][NH:6][C:7]1[C:16]([N+:17]([O-])=O)=[CH:15][CH:14]=[CH:13][C:8]=1[C:9]([O:11][CH3:12])=[O:10]>O1CCCC1.[Pd]>[NH2:17][C:16]1[C:7]([NH:6][CH2:5][CH2:4][CH2:3][CH2:2][OH:1])=[C:8]([CH:13]=[CH:14][CH:15]=1)[C:9]([O:11][CH3:12])=[O:10]

Participants

4

Reactant 1

HCID 68737292HCID 68737292, compound

Product 1

HCID 68738220HCID 68738220, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of methyl 2-[(4-hydroxybutyl)amino]-3-nitrobenzoate (66.5 g, 248 mmol) in tetrahydrofuran (1600 mL) was stirred in the presence of 10% palladium on carbon (50% wet; 6.80 g) under hydrogen atmosphere at room temperature for 5 h. The catalyst was removed by filtration, and the filtrate was concentrated in vacuo to give the title compound as a yellow oil (58.4 g, 245 mmol, 99%).

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-90e687c2b2f9493bbc9ea08c137a094f
Source dataset
uspto-grants-2014_07
Patent number
US08785460B2

Reaction notes

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