Calcium Chloride → HCID 59811138, compound

HRID 2113616Notes

Reaction equation

HRID 2113616 reaction equation
[C:1]([Si:5]([O:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[C:16]([N+:18]([O-])=O)[CH:15]=[CH:14][C:13]=1[C:21]([CH3:24])([CH3:23])[CH3:22])([CH3:7])[CH3:6])([CH3:4])([CH3:3])[CH3:2].[Cl-].[Ca+2].[Cl-]>C(O)C.O.[Fe]>[C:21]([C:13]1[CH:14]=[CH:15][C:16]([NH2:18])=[CH:17][C:12]=1[O:11][CH2:10][CH2:9][O:8][Si:5]([C:1]([CH3:4])([CH3:3])[CH3:2])([CH3:6])[CH3:7])([CH3:24])([CH3:22])[CH3:23]

Participants

6

Reactant 2

HCID 5284359Calcium ChlorideHCID 59811147HCID 59811147, compound

Product 1

HCID 59811138HCID 59811138, compound

Reagents, catalysts & solvents 3

HCID 23925IronCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of tert-butyl-[2-(2-tert-butyl-5-nitro-phenoxy)-ethoxy]-dimethylsilane (353 mg, 1.0 mmol) and calcium chloride (131 mg, 1.16 mmol) in ethanol (5 mL) and water (1 mL) add iron powder (660 mg, 11 mmol). Heat the solution at reflux for 2 hours, cool and filter through Celite. Concentrate under reduced pressure, re-dissolve in ethyl acetate and wash with brine (200 mL). Concentrate under reduced pressure to give the title compound.

Workup

  1. temperatureHeat the solution
  2. temperatureat reflux for 2 hours
  3. temperaturecool
  4. filtrationfilter through Celite
  5. concentrationConcentrate under reduced pressure
  6. dissolutionre-dissolve in ethyl acetate
  7. washwash with brine (200 mL)
  8. concentrationConcentrate under reduced pressure

Sources & evidence

ORD record
ord-608d46c0fa1d421f8575f269335aecf4
Source dataset
uspto-grants-2008_10
Patent number
US07432275B2

Reaction notes

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