Diethyl Ether → HCID 23439185, compound

HRID 1424700Notes

Reaction equation

HRID 1424700 reaction equation
Cl[Si:2]([CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11]C1)([O:6][CH2:7][CH3:8])[O:3][CH2:4][CH3:5].[CH:15]1([Mg]Cl)[CH2:19][CH2:18]CC1.[Cl-].[NH4+].[CH2:24](OCC)C>>[CH:9]1([Si:2]([CH2:24][CH:19]([CH3:18])[CH3:15])([O:3][CH2:4][CH3:5])[O:6][CH2:7][CH3:8])[CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

5

Reactant 4

HCID 3283Diethyl EtherHCID 25517Ammonium ChlorideHCID 21880016HCID 21880016, compoundHCID 178478989HCID 178478989, compound

Product 1

HCID 23439185HCID 23439185, compound

Procedure

60 ml of dry diethyl ether and 14.0 gram (0.063 mole) of chlorocyclohexyldiethoxysilane (d) were charged in a 250 ml flask equipped with a reflux condenser and a stirring apparatus in an atmosphere of nitrogen and the above prepared solution of cyclopentyl magnesium chloride (2nd Grignard reagent) 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 5 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 (75%) of pure cyclopentylisobutyldiethoxysilane.

Workup

  1. customequipped with a reflux condenser
  2. customthe internal temperature below 10° C
  3. additionAfter completion of addition
  4. temperatureat reflux temperature for 5 hours
  5. additionwas added drop wise
  6. customThe organic layer was separated from the aqueous phase
  7. customdried
  8. customevaporated

Sources & evidence

ORD record
ord-fd2c23103f5b46108b6b0c04bd723dc1
Source dataset
uspto-grants-2015_01
Patent number
US08927753B2

Reaction notes

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