Carbon Dioxide → Trimethylsilyl-dichloroboranyl-indene

HRID 1274378Notes

Reaction equation

HRID 1274378 reaction equation
C[Si](C1([B:10]([Cl:12])[Cl:11])C=CC=C1)(C)C.[CH3:13][Si:14]([C:17]1[CH:18]([Si](C)(C)C)[C:19]2[C:24]([CH:25]=1)=[CH:23][CH:22]=[CH:21][CH:20]=2)([CH3:16])[CH3:15].C(=O)=O.B(Cl)(Cl)Cl>>[CH3:13][Si:14]([C:17]1[CH:18]([B:10]([Cl:12])[Cl:11])[C:19]2[C:24]([CH:25]=1)=[CH:23][CH:22]=[CH:21][CH:20]=2)([CH3:16])[CH3:15]

Participants

5

Reactant 4

HCID 280Carbon DioxideHCID 25135Boron TrichlorideHCID 141275Silane, 1H-indene-1,2-diylbis(trimethyl-HCID 131722197Trimethylsilyl-cyclopentadienyl-dichloroborane

Product 1

HCID 54511489Trimethylsilyl-dichloroboranyl-indene

Conditions

Temperature
-30 °C

Procedure

In a manner similar to the preparation of compound 2, 12.3 g (0.047 mol) of compound 13 were introduced into a round-bottomed flask which was cooled to -30° C. and had a reflux condenser cooled with dry ice. 5.6 g (0.046 mol) of BCl3 were added to this. When the addition was complete, the cooling bath was removed and the reaction mixture warmed to room temperature and was stirred for 3 hours. The temperature was then raised to 55° C. for 6 hours. After cooling and removal of the volatile contents in vacuo, the crude product was obtained. Distillation under a high vacuum gave the purified product, the main isomer of which was identified as follows:

Workup

  1. additionwere introduced into a round-bottomed flask which
  2. additionWhen the addition
  3. customthe cooling bath was removed
  4. temperaturethe reaction mixture warmed to room temperature
  5. temperatureThe temperature was then raised to 55° C. for 6 hours
  6. temperatureAfter cooling
  7. customremoval of the volatile contents in vacuo

Sources & evidence

ORD record
ord-31b189c5021d4afca5b7a3fb3098d189
Source dataset
uspto-grants-2000_12
Patent number
US06156857

Reaction notes

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