Imidazole → HCID 131729988, compound

HRID 2064513Notes

Reaction equation

HRID 2064513 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

HCID 795ImidazoleHCID 27606955-triethylsilylpent-4-yn-1-olHCID 21889549Triphenylphosphane diiodide

Product 1

HCID 131729988HCID 131729988, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

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

  1. 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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