HCID 18667651, compound → HCID 18667540, compound

HRID 1059952Notes

Reaction equation

HRID 1059952 reaction equation
[Si:1]([O:8][CH2:9][C:10]1[C:11]([C:16]2[CH:17]=[C:18]([N+:22]([O-])=O)[CH:19]=[CH:20][CH:21]=2)=[N:12][CH:13]=[CH:14][CH:15]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]>C(O)C.[Pd]>[Si:1]([O:8][CH2:9][C:10]1[C:11]([C:16]2[CH:17]=[C:18]([CH:19]=[CH:20][CH:21]=2)[NH2:22])=[N:12][CH:13]=[CH:14][CH:15]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 18667651HCID 18667651, compound

Product 1

HCID 18667540HCID 18667540, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 3-(3-tert-butyldimethylsilyloxymethylpyridin-2-yl)nitrobenzene (0.4 g) in ethanol (10 ml) was hydrogenated over palladium on carbon (10% w/w, 50% wet, 150 mg) under a hydrogen atmosphere for 2 hours. The catalyst was filtered off, and the filtrate was evaporated under reduced pressure to give 3-(3-tert-butyldimethylsilyloxymethylpyridin-2-yl)aniline (365 mg).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-169ae8fff040478690b6c19dfd088fde
Source dataset
uspto-grants-2003_02
Patent number
US06521643B1

Reaction notes

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