Cyclohexene → CID 15879360

HRID 1591242Notes

Reaction equation

HRID 1591242 reaction equation
[BH3:1].C1COCC1.[CH:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH:8]=1.[CH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH:14]=1.O1CCCC1>O1CCCC1>[CH:7]1([BH:1][CH:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1

Participants

5

Reactant 3

HCID 8079CyclohexeneHCID 2723981Borane;tetrahydrofuranHCID 86746759HCID 86746759, compound

Product 1

HCID 15879360CID 15879360

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

A 250 ml, three-necked, round-bottomed flask was sparged with nitrogen and equipped with a 50 ml dropping funnel, a thermometer, a stir bar, and a septum. The flask was charged with 46.25 ml (46.25 mmol) BH3.THF adduct and cooled to 0° C. in an ice bath. The dropping funnel was then charged with 9.37 ml (92.5 mmol) cyclohexene and 36 ml tetrahydrofuran (THF). The cyclohexene/THF mixture was added dropwise over 45 min. A white solid (dicyclohexylborane) formed. The reaction mixture was stirred for one hour at 0° C. The dropping funnel was then charged with 11.76 g (138 mmol) methylvinylsilazane, (MeSiViNH)x and 36 ml THF and added to the reaction mixture over thirty minutes. After the polysilazane addition was complete, the reaction mixture was stirred for 45 minutes at 0° C. and then warmed to room temperature. The white solid had disappeared and a clear solution was formed. The boron-substituted polysilazane, Polymer II, contained about 2.5 wt % boron bound to the polymer backbone. This solution was used in the following example.

Workup

  1. customA 250 ml, three-necked, round-bottomed flask was sparged with nitrogen
  2. customequipped with a 50 ml

Sources & evidence

ORD record
ord-e5b5ea8f737b42cbbf717ea089e5583e
Source dataset
uspto-grants-1993_04
Patent number
US05206327

Reaction notes

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