Ammonium Chloride → HCID 23439185, compound

HRID 1424698Notes

Reaction equation

HRID 1424698 reaction equation
Cl[Si:2]([CH:9]1[CH2:13][CH2:12][CH2:11][CH2:10]1)([O:6][CH2:7][CH3:8])[O:3][CH2:4][CH3:5].[CH2:14]([Mg]Br)[CH:15]([CH3:17])[CH3:16].[Cl-].[NH4+]>C(OCC)C>[CH:9]1([Si:2]([CH2:14][CH:15]([CH3:17])[CH3:16])([O:6][CH2:7][CH3:8])[O:3][CH2:4][CH3:5])[CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 21880316HCID 21880316, compoundHCID 178418816HCID 178418816, compound

Product 1

HCID 23439185HCID 23439185, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

50 ml of dry diethyl ether and 14.0 gram (0.063 mole) of chlorocyclopentyldiethoxysilane (d) were charged in a 250 ml flask equipped with a reflux condenser and a stirring apparatus in an atmosphere of nitrogen and above prepared solution of isobutyl magnesium bromide was slowly added while keeping the internal temperature below 10° C. After completion of addition stirring was carried out at room temperature for 6 hours and at reflux temperature for 2 hours. To the resulting reaction mass 10-20 ml of saturated aqueous ammonium chloride solution was added drop wise to dissolve magnesium salt. The organic layer was separated from the aqueous phase, dried and evaporated to give crude cyclopentylisobutyldiethoxysilane. This crude was purified by fractional distillation under reduced pressure, yielding 12 gram (78%) of pure cyclopentylisobutyldiethoxysilane.

Workup

  1. customequipped with a reflux condenser
  2. additionwas slowly added
  3. customthe internal temperature below 10° C
  4. additionAfter completion of addition
  5. temperatureat reflux temperature for 2 hours
  6. additionwas added drop wise
  7. customThe organic layer was separated from the aqueous phase
  8. customdried
  9. customevaporated
  10. customto give crude cyclopentylisobutyldiethoxysilane
  11. distillationThis crude was purified by fractional distillation under reduced pressure

Sources & evidence

ORD record
ord-23db65ae8af94770840abc189104012d
Source dataset
uspto-grants-2015_01
Patent number
US08927753B2

Reaction notes

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