Carbon Dioxide → Trimethylsilyl-dichloroboranyl-indene
Reaction equation
[CH3:1][Si:2]([C:5]1[CH:6]([Si](C)(C)C)[C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)([CH3:4])[CH3:3].C(=O)=O.[B:21](Cl)([Cl:23])[Cl:22]>>[CH3:1][Si:2]([C:5]1[CH:6]([B:21]([Cl:23])[Cl:22])[C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[CH:9][CH:8]=2)([CH3:4])[CH3:3]Participants
4
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
- additionwere introduced into a round-bottomed flask which
- additionWhen the addition
- customthe cooling bath was removed
- temperaturethe reaction mixture warmed to room temperature
- temperatureThe temperature was then raised to 55° C. for 6 hours
- temperatureAfter cooling
- customremoval of the volatile contents in vacuo
Sources & evidence
- ORD record
- ord-6a8329b3e9704d02bbd7059fd875db4f
- Source dataset
- uspto-grants-2001_01
- Patent number
- US06172169B2
Reaction notes
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