Sodium Hydroxide → 875768-16-4

HRID 227232Notes

Reaction equation

HRID 227232 reaction equation
C([Si](C)(C)[C:6]#[C:7][C:8]1[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][C:9]=1[N+:15]([O-:17])=[O:16])(C)(C)C.[OH-].[Na+]>CO.CCOC(C)=O.C([O-])([O-])=O.[Na+].[Na+]>[C:7]([C:8]1[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][C:9]=1[N+:15]([O-:17])=[O:16])#[CH:6]

Participants

6

Reactant 2

HCID 14798Sodium HydroxideHCID 69053725HCID 69053725, compound

Product 1

HCID 50998820875768-16-4

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolventHCID 10340Sodium CarbonateSolvent

Procedure

To a stirred solution of tert-butyl-dimethyl-(4-methyl-2-nitro-phenylethynyl)-silane (3.5 g, 15 mmol) in MeOH (20 mL) was added NaOH (1.8 g, 45 mmol, in 5 mL of H2O). After stirring for 1 hour, the reaction was diluted with EtOAc (150 mL) and 10% Na2CO3 (150 mL). The layers were separated and the aqueous layer was extracted with EtOAc (1 by 75 mL) The organic layers were combined, dried over MgSO4, filtered, and dried under reduced pressure to yield 1.40 g (58% over two steps) of a brown solid.

Workup

  1. customThe layers were separated
  2. extractionthe aqueous layer was extracted with EtOAc (1 by 75 mL) The organic layers
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customdried under reduced pressure
  6. customto yield 1.40 g (58% over two steps) of a brown solid

Sources & evidence

ORD record
ord-b41c8501150c404aa50380bf86459153
Source dataset
uspto-grants-2009_07
Patent number
US07560462B2

Reaction notes

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