Imidazole → HCID 21528005, compound

HRID 1658565Notes

Reaction equation

HRID 1658565 reaction equation
[CH3:1][C:2]([CH3:11])([CH2:8][CH2:9][CH3:10])[CH:3]([OH:7])[CH2:4][C:5]#[CH:6].[CH2:12]([Si:14](Cl)([CH2:17][CH3:18])[CH2:15][CH3:16])[CH3:13].N1C=CN=C1>CN(C)C=O>[CH2:12]([Si:14]([O:7][CH:3]([C:2]([CH3:11])([CH3:1])[CH2:8][CH2:9][CH3:10])[CH2:4][C:5]#[CH:6])([CH2:17][CH3:18])[CH2:15][CH3:16])[CH3:13]

Participants

5

Reactant 3

HCID 795ImidazoleHCID 13819ChlorotriethylsilaneHCID 20041432HCID 20041432, compound

Product 1

HCID 21528005HCID 21528005, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture containing 3 parts of 5,5-dimethyl-1-octyn-4(RS)-ol, 3.3 parts of triethylsilyl chloride, 3.4 parts of imidazole and 5 parts by volume of dimethylformamide is stirred at room temperature for about 1 hour, then is partitioned between water and ether. The ether solution is separated, washed several times with water, dried over anhydrous sodium sulfate and concentrated to dryness under reduced pressure to afford 5,5-dimethyl-1-octyn-4(RS)-ol triethylsilyl ether.

Workup

  1. customis partitioned between water and ether
  2. customThe ether solution is separated
  3. washwashed several times with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-061dd82807474e2dadcafe79c299ed94
Source dataset
uspto-grants-1976_06
Patent number
US03965143

Reaction notes

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