Imidazole → HCID 20541537, compound

HRID 1277753Notes

Reaction equation

HRID 1277753 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([OH:15])([C:9]#[C:10][Si:11]([CH3:14])([CH3:13])[CH3:12])[CH2:6][C:7]#[CH:8].N1C=CN=C1.Cl[Si:22]([CH3:25])([CH3:24])[CH3:23].CCCCCC>CN(C)C=O>[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([O:15][Si:22]([CH3:25])([CH3:24])[CH3:23])([C:9]#[C:10][Si:11]([CH3:12])([CH3:13])[CH3:14])[CH2:6][C:7]#[CH:8]

Participants

6

Reactant 4

HCID 795ImidazoleHCID 6397ChlorotrimethylsilaneHCID 8058HexaneHCID 20541535HCID 20541535, compound

Product 1

HCID 20541537HCID 20541537, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a stirred mixture of 8.5 grams of 7-chloro-4-hydroxy-4-trimethylsilylethynyl-1-heptyne and 6.2 grams of imidazole in 24 ml of dry dimethylformamide is added, under nitrogen, 5.7 ml of chloro-trimethylsilane, in a slow stream, via a syringe. The mixture is stirred in an ice bath for one hour and then at room temperature overnight. The mixture is poured into hexane, washed with saturated sodium bicarbonate solution, water and then brine and dried over sodium sulfate. The solvents are evaporated to dryness yielding the desired product.

Workup

  1. additionis added, under nitrogen
  2. customat room temperature
  3. customovernight
  4. washwashed with saturated sodium bicarbonate solution, water
  5. dry with materialbrine and dried over sodium sulfate
  6. customThe solvents are evaporated to dryness

Sources & evidence

ORD record
ord-689966ac576b43cdbf40189a8890f19e
Source dataset
uspto-grants-1981_07
Patent number
US04278806

Reaction notes

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