Diethyl Ether → Butylnorbornene

HRID 604756

Reaction equation

HRID 604756 reaction equation
F[C:2]1C([B-](C2C(F)=C(F)C(F)=C(F)C=2F)(C2C(F)=C(F)C(F)=C(F)C=2F)C2C(F)=C(F)C(F)=C(F)C=2F)=C(F)C(F)=C(F)C=1F.[Li+].CCOCC.[C:52]([C:56]1[CH:61]=[CH:60][CH:59]=[C:58]([C:62]([CH3:65])([CH3:64])C)N=1)([CH3:55])(C)C>C1(C)C=CC=CC=1.C([Pd]Cl)C=C>[CH2:61]([C:60]12[CH2:64][CH:62]([CH2:58][CH2:59]1)[CH:65]=[CH:2]2)[CH2:56][CH2:52][CH3:55]

Participants

6

Reactant 3

HCID 3283Diethyl EtherHCID 685102,6-Di-tert-butylpyridineHCID 23709652Lithium tetrakis(pentafluorophenyl)borate

Product 1

HCID 19091267Butylnorbornene

Reagents, catalysts & solvents 2

HCID 178455862HCID 178455862, compoundCatalystHCID 1140TolueneSolvent4×

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)palladiumchloride dimer (100 μl of a 1.4 mmol solution in toluene) and 2,6-di-t-butylpyridine (100 μl of a 2.9 mmol solution in toluene) in toluene and added to the monomer mixture. A polymeric puck formed within 5-10 min at room temperature.

Workup

  1. additionadded to the monomer mixture
  2. customA polymeric puck formed within 5-10 min at room temperature

Sources & evidence

ORD record
ord-8e01cb8cab4f4db095c7f89fde0a1d7c
Source dataset
uspto-grants-2011_03
Patent number
US07910674B2

Linked notes

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