Water → Stannane, chlorotricyclohexyl-

HRID 376824

Reaction equation

HRID 376824 reaction equation
[CH:1]1([Sn:7](C2CCCCC2)([CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C1(C)C=CC=CC=1.[Sn](Cl)(Cl)(Cl)[Cl:34].O>CCCCCC>[CH:1]1([Sn:7]([Cl:34])([CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 962WaterHCID 1140TolueneHCID 24287Tin tetrachlorideHCID 74056Tetracyclohexylstannane

Product 1

HCID 76539Stannane, chlorotricyclohexyl-Yield 79.4%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
0 °C

Procedure

55.1 g of tetracyclohexyltin (122 mmol) and 50 ml of toluene were mixed together in a 200 ml eggplant type flask, and containing a stirrer. Then, 18.1 ml of tin tetrachloride (155 mmol) was added, and the mixture was refluxed for 3 hours. Upon completion of the reaction, the mixture was cooled to 0° C., and 30 ml of water and 50 ml of hexane were added. After the hexane layer was separated, the solid precipitate, which had been precipitated by removing the solvent under reduced pressure, was washed with 20 ml of acetonitrile, and dried under a vacuum, to yield 39.1 g of the final product (yield=59.5%).

Workup

  1. additioncontaining a stirrer
  2. temperaturethe mixture was refluxed for 3 hours
  3. customUpon completion of the reaction
  4. customAfter the hexane layer was separated
  5. customthe solid precipitate, which had been precipitated
  6. customby removing the solvent under reduced pressure
  7. washwas washed with 20 ml of acetonitrile
  8. customdried under a vacuum

Sources & evidence

ORD record
ord-6ac91b2795954443b6184e944ddc951b
Source dataset
uspto-grants-2000_02
Patent number
US06022822

Linked notes

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