Boron trifluoride etherate → HCID 24771803, compound

HRID 2221429Notes

Reaction equation

HRID 2221429 reaction equation
[CH3:1][C:2]1([CH3:16])[C:6]([CH3:7])=[CH:5][CH2:4][CH:3]1[C:8]1[CH2:15][CH2:14][C:11]2([O:13][CH2:12]2)[CH2:10][CH:9]=1.B(F)(F)F.CCOCC>C1(C)C=CC=CC=1>[CH3:1][C:2]1([CH3:16])[C:6]([CH3:7])=[CH:5][CH2:4][CH:3]1[C:8]1[CH2:15][CH2:14][CH:11]([CH:12]=[O:13])[CH2:10][CH:9]=1

Participants

4

Reactant 2

HCID 8000Boron trifluoride etherateHCID 24771795HCID 24771795, compound

Product 1

HCID 24771803HCID 24771803, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

6-(2,2,3-Trimethyl-cyclopent-3-enyl)-1-oxa-spiro[2.5]oct-5-ene (XIV, 2.72 g, 12.5 mmol,), dissolved in toluene (5 ml), are added dropwise to a solution of BF3.OEt2 (1.7 ml) in toluene (20 ml). After 2 hours, the reaction solution is poured onto ice (10 ml), then the phases are separated and the organic phase is washed once with saturated NaCl solution. The organic phase is then dried over Na2SO4, filtered off and concentrated in a rotary evaporator. 2.07 g of crude product having a purity of 83% are obtained, which is used in the next step without being purified further.

Workup

  1. additionthe reaction solution is poured onto ice (10 ml)
  2. customthe phases are separated
  3. washthe organic phase is washed once with saturated NaCl solution
  4. dry with materialThe organic phase is then dried over Na2SO4
  5. filtrationfiltered off
  6. concentrationconcentrated in a rotary evaporator
  7. customare obtained
  8. customwithout being purified further

Sources & evidence

ORD record
ord-a1da55a08e7b431a94ec83c6969e9544
Source dataset
uspto-grants-2008_05
Patent number
US07368613B2

Reaction notes

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