Imidazole → HCID 20541537, compound

HRID 848899Notes

Reaction equation

HRID 848899 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.CN(C)C=O.Cl[Si:27]([CH3:30])([CH3:29])[CH3:28]>CCCCCC>[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([O:15][Si:27]([CH3:30])([CH3:29])[CH3:28])([C:9]#[C:10][Si:11]([CH3:12])([CH3:13])[CH3:14])[CH2:6][C:7]#[CH:8]

Participants

6

Reactant 4

HCID 795ImidazoleHCID 6228DimethylformamideHCID 6397ChlorotrimethylsilaneHCID 20541535HCID 20541535, compound

Product 1

HCID 20541537HCID 20541537, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

To a stirred mixture of 8.5 grams of 7-chloro-4-hydroxy-4-trimethylsilylethynyl-1-heptyne (Example 29) and 6.2 grams of imidazole in 24 ml. of dry dimethylformamide is added, under nitrogen, 5.7 ml. of chlorotrimethylsilane, 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. customat room temperature
  2. customovernight
  3. washwashed with saturated sodium bicarbonate solution, water
  4. dry with materialbrine and dried over sodium sulfate
  5. customThe solvents are evaporated to dryness

Sources & evidence

ORD record
ord-b47ff008557a426ab30b93c23c3e88cd
Source dataset
uspto-grants-1981_10
Patent number
US04297516

Reaction notes

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