Chlorodimethylsilane → HCID 123554066, compound

HRID 1902899Notes

Reaction equation

HRID 1902899 reaction equation
[Mg].[CH3:2][SiH:3]([CH3:5])Cl.Br[C:7]1[CH:16]=[CH:15][C:10]([O:11][SiH:12]([CH3:14])[CH3:13])=[CH:9][CH:8]=1>O1CCCC1>[CH3:2][SiH:3]([CH3:5])[C:7]1[CH:16]=[CH:15][C:10]([O:11][SiH:12]([CH3:14])[CH3:13])=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 66108Chlorodimethylsilane2×HCID 5462224MagnesiumHCID 123843251HCID 123843251, compound

Product 1

HCID 123554066HCID 123554066, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a three-necked 2-1 flask containing 37.0 g (1.52 mol) of magnesium, 94.0 g (1 mol) of dimethylchlorosilane and 100 ml of freshly-distilled tetrahydrofuran was added slowly and under nitrogen a solution of 328.0 g (1.42 mol) of 4-bromophenoxydimethylsilane and 94.0 g (1 mol) of dimethylchlorosilane. During the addition, the reaction temperature was kept at 40°-50° C. After the addition was complete, the reaction mixture was refluxed and part of the tetrahydrofuran was removed by distillation. After cooling, the inorganic salt was precipitated by petroleum ether (b.p. 30°-60° C.) and filtered. The filtrate was concentrated on a rotary evaporator and then vacuum distilled. The expected compound (234.0 g, 78.5%) distilled at 85°-95° C./3.5 mm.

Workup

  1. additionDuring the addition
  2. customwas kept at 40°-50° C
  3. additionAfter the addition
  4. temperaturethe reaction mixture was refluxed
  5. custompart of the tetrahydrofuran was removed by distillation
  6. temperatureAfter cooling
  7. customthe inorganic salt was precipitated by petroleum ether (b.p. 30°-60° C.)
  8. filtrationfiltered
  9. concentrationThe filtrate was concentrated on a rotary evaporator
  10. distillationvacuum distilled
  11. distillationThe expected compound (234.0 g, 78.5%) distilled at 85°-95° C./3.5 mm

Sources & evidence

ORD record
ord-b3f75c7eb82948d88e3ec2a57955daeb
Source dataset
uspto-grants-1982_12
Patent number
US04366323

Reaction notes

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