Imidazole → HCID 131729988, compound
Reaction equation
[CH2:1]([Si:3]([CH2:12][CH3:13])([CH2:10][CH3:11])[C:4]#[C:5][CH2:6][CH2:7][CH2:8]O)[CH3:2].[I-:14].[I-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N1C=CN=C1>C(#N)C>[CH2:1]([Si:3]([CH2:12][CH3:13])([CH2:10][CH3:11])[C:4]#[C:5][CH2:6][CH2:7][CH2:8][I:14])[CH3:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 5-(triethylsilyl)-4-pentin-1-ol (416 g, 2.1 mmol) in absolute acetonitrile (20 mL was added in drops to a solution of triphenylphosphine diiodide (2.80 g, 5.4 mmol) and imidazole (1.04 g, 15.4 mmol) with argon and stirred overnight at room temperature. The raw product was purified by means of flash chromatography (38 g, 20×2.5 cm) with cyclohexane/ethyl acetate (9:1).
Workup
- customThe raw product was purified by means of flash chromatography (38 g, 20×2.5 cm) with cyclohexane/ethyl acetate (9:1)
Sources & evidence
- ORD record
- ord-3a0044242561460dbe2f9bc1d6c73c3c
- Source dataset
- uspto-grants-2012_10
- Patent number
- US08288430B2
Reaction notes
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