Lithium diisopropylamide → HCID 131725852, compound

HRID 1791972Notes

Reaction equation

HRID 1791972 reaction equation
[CH2:1]([N:3]1[CH2:7][CH:6]=[CH:5][B:4]1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH3:2].C([N-]C(C)C)(C)C.[Li+:21]>CCOCC>[CH2:1]([N:3]1[CH:7]=[CH:6][CH-:5][B:4]1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[CH3:2].[Li+:21]

Participants

4

Reactant 2

HCID 2724682Lithium diisopropylamideHCID 11171232HCID 11171232, compound

Product 1

HCID 131725852HCID 131725852, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
25 °C

Procedure

1,5-Dihydro-1-ethyl-2-phenyl-1,2-azaborole (5.0 g, 29.2 mmol) was dissolved in 15 mL of ether at −78° C. To this was added a solution of lithiumdiisopropylamide (3.13 g, 29.2 mmol) in 15 mL of ether. The mixture was stirred at −78° C. for 2 hours and at 25° C. for 10 hours. After removal of the solvent the residue was washed with 3×20 mL of pentane. The residue was dried under vacuum to give the product as a light yellow powder (3.9 g, 77 percent).

Workup

  1. customAfter removal of the solvent the residue
  2. washwas washed with 3×20 mL of pentane
  3. customThe residue was dried under vacuum

Sources & evidence

ORD record
ord-eda8294c306d46c180abf6eac9bf154e
Source dataset
uspto-grants-2006_07
Patent number
US07074865B2

Reaction notes

Loading…