Acetone → Butylnorbornene

HRID 2417008Notes

Reaction equation

HRID 2417008 reaction equation
[CH3:1][CH2:2]OCC.[CH3:6][C:7]([CH3:9])=O.[C:10]1([CH3:16])[CH:15]=[CH:14]C=[CH:12][CH:11]=1>>[CH2:7]([C:9]12[CH2:16][CH:10]([CH2:11][CH2:12]1)[CH:15]=[CH:14]2)[CH2:6][CH2:1][CH3:2]

Participants

4

Reactant 3

HCID 180AcetoneHCID 1140Toluene3×HCID 3283Diethyl Ether

Product 1

HCID 19091267ButylnorborneneYield 3%

Conditions

Temperature
80 °C

Procedure

A 50 weight percent solution of butylnorbornene (5.0 g, 0.033 mol) was prepared in toluene. Lithium tetrakis(pentafluorophenyl)borate·2.5 Et2O (0.0012 g, 0.0014 mmol) was combined with (allyl)platinum(tricyclohexylphosphine)triflate (100 μl of a 2.8 mmol solution in toluene) in toluene and added to the monomer mixture. The mixture was heated to 80° C. for 18 hours. The mixture was poured into acetone to precipitate the polymer. After filtering and drying, 0.15 g of polymer was isolated (3% yield).

Workup

  1. additionadded to the monomer mixture
  2. customto precipitate the polymer
  3. filtrationAfter filtering
  4. customdrying

Sources & evidence

ORD record
ord-6b2fcad00bb346128f8c7e8005a433bb
Source dataset
uspto-grants-2004_11
Patent number
US06825307B2

Reaction notes

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