Chlorotrimethylsilane → HCID 23355510, compound

HRID 376619Notes

Reaction equation

HRID 376619 reaction equation
[CH3:1][CH:2]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][C:5]=2[C:4]([CH3:11])=[C:3]1[CH3:12].[H-].[K+].[H][H].[CH3:17][Si:18](Cl)([CH3:20])[CH3:19]>O>[CH3:1][CH:2]1[C:10]2[CH2:9][CH2:8][CH2:7][CH:6]([Si:18]([CH3:20])([CH3:19])[CH3:17])[C:5]=2[C:4]([CH3:11])=[C:3]1[CH3:12]

Participants

6

Reactant 4

HCID 6397ChlorotrimethylsilaneHCID 82127Potassium hydride2×HCID 186946261,2,3-Trimethyl-4,5,6,7-tetrahydro-1H-indeneHCID 178418361HCID 178418361, compound

Product 1

HCID 23355510HCID 23355510, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

19.6 g of 1,2,3-trimethyl-4,5,6,7-tetrahydroindene as obtained in Example 1-(3) was dissolved in 70 mL of tetrahydrofuran anhydride. Then the resultant solution was added dropwise at room temperature to 200 mL of suspension of 7.2 g of potassium hydride in tetrahydrofuran anhydride. After the elapse of 1.5 hour, the mixed solution was gradually heated and the reaction was continued under refluxing with heating for 4 hours. When hydrogen was no longer generated, the reaction solution was restored to room temperature, incorporated with 19.6 g of trimethylsilyl chloride and stirred for two days and nights. Subsequently water was added to the reaction liquid to stabilize the excess potassium hydride, then the organic phase was separated, extraction was carried out from the water phase by the use of ethyl ether and the mixture of the extract and the aforesaid organic phase was dried with magnesium sulfate anhydride. Lastly, vacuum distillation was performed to recover 22.7 g of 1,2,3-trimethyl-4,5,6,7-tetrahydroindenyltrimethylsilane.

Workup

  1. temperatureAfter the elapse of 1.5 hour, the mixed solution was gradually heated
  2. temperatureunder refluxing
  3. temperaturewith heating for 4 hours
  4. customthe organic phase was separated
  5. extractionextraction
  6. additionthe mixture of the
  7. extractionextract
  8. dry with materialthe aforesaid organic phase was dried with magnesium sulfate anhydride
  9. distillationLastly, vacuum distillation
  10. customto recover 22.7 g of 1,2,3-trimethyl-4,5,6,7-tetrahydroindenyltrimethylsilane

Sources & evidence

ORD record
ord-39c6b0c93b56419bb3ad17922363763a
Source dataset
uspto-grants-2000_02
Patent number
USRE036563

Reaction notes

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