HCID 69986160, compound → HCID 69987458, compound

HRID 1634735Notes

Reaction equation

HRID 1634735 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([O:28][C:29](=[O:31])[CH3:30])[CH:7]=[CH:8][C:9]=1[O:10][Si:11]([C:24]([CH3:27])([CH3:26])[CH3:25])([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([O-])=O.[H][H]>O1CCCC1.[Ni]>[NH2:1][C:4]1[CH:5]=[C:6]([O:28][C:29](=[O:31])[CH3:30])[CH:7]=[CH:8][C:9]=1[O:10][Si:11]([C:24]([CH3:27])([CH3:25])[CH3:26])([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 2

HCID 69986160HCID 69986160, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 69987458HCID 69987458, compoundYield 72.5%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Acetic acid 3-nitro-4-(t-butyl-diphenyl-silanyloxy)-phenyl ester (5.0 g, 11.86 mmol) was dissolved in anhydrous tetrahydrofuran (100 mL). Excess Raney Ni was added and the mixture placed under an atmospheric of hydrogen overnight. The mixture was filtered through a Celite pad and the solvent removed to give the title compound as a solid (3.5 g, 8.6 mmol).

Workup

  1. filtrationThe mixture was filtered through a Celite pad
  2. customthe solvent removed

Sources & evidence

ORD record
ord-da4ff619855e4306b5d3c38ba225c3e2
Source dataset
uspto-grants-2003_01
Patent number
US06506901B2

Reaction notes

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