Dichloromethane → HCID 178477808, compound

HRID 2230005Notes

Reaction equation

HRID 2230005 reaction equation
C[Si](C1([B:10]([Cl:12])[Cl:11])C=CC=C1)(C)C.C(Cl)[Cl:14].[Ti:16](Cl)(Cl)(Cl)[Cl:17].C[CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]>>[Cl-:11].[Cl-:14].[Cl-:17].[Cl:11][B:10]([Ti+3:16][CH:23]1[CH:24]=[CH:25][CH:26]=[CH:22]1)[Cl:12]

Participants

5

Reactant 4

HCID 6344DichloromethaneHCID 8058HexaneHCID 24193Titanium TetrachlorideHCID 131722197Trimethylsilyl-cyclopentadienyl-dichloroborane

Product 1

HCID 178477808HCID 178477808, compound

Conditions

Temperature
-78 °C

Procedure

11.4 g (0.052 mole) of compound 2 and 100 ml methylene chloride (CH2Cl2) were placed in a 250 ml Schlenk tube. These solution was cooled to −78° C. and 9.8 g (5.6 ml, 0.052 mole) titanium tetrachloride were added drop-wise over 10 minutes. The red solution obtained was slowly heated to room temperature and was stirred for a further 3 hours. The solvent was removed under vacuum, whereupon a yellowish product was obtained. 200 ml hexane were added to the crude solid, and yellow solution obtained was filtered and cooled overnight in a refrigerator, whereupon 12.3 g (79% of the theoretical yield) of yellow crystals of compound 3 were obtained. It should be mentioned that in J. Organometallic Chem. 169 (1979), 373, 62% of the theoretical yield was obtained when the reaction was conducted in a hydrocarbon solvent such as petroleum ether or methylcyclohexane.

Workup

  1. customThe red solution obtained
  2. temperaturewas slowly heated to room temperature
  3. customThe solvent was removed under vacuum, whereupon a yellowish product
  4. customwas obtained
  5. customobtained
  6. filtrationwas filtered
  7. temperaturecooled overnight in a refrigerator, whereupon 12.3 g (79% of the

Sources & evidence

ORD record
ord-8970df1f5d1447789e287f714cb8232b
Source dataset
uspto-grants-2002_07
Patent number
US06423659B1

Reaction notes

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