Acetone → HCID 56989492, compound

HRID 462387Notes

Reaction equation

HRID 462387 reaction equation
[Si:1]([O:8][CH2:9][CH2:10][CH:11]=[C:12]=[CH:13][CH2:14][CH2:15]Cl)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[I-:17].[Na+].CC(C)=O>O>[Si:1]([O:8][CH2:9][CH2:10][CH2:11][CH:12]=[C:13]=[CH:14][CH2:15][I:17])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 180AcetoneHCID 5238Sodium IodideHCID 23253894HCID 23253894, compound

Product 1

HCID 56989492HCID 56989492, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 0.80 g of 7-chlorohepta-3,4-dien-1-ol t-butyldimethylsilyl ether, 1.0 g of sodium iodide and 5 ml of acetone were refluxed for 24 hours. The reaction mixture was cooled and diluted with 50 ml water. The product was extracted with 100 ml of ether and the ethereal solution washed with brine, dried over potassium carbonate and evaporated to give 7-iodohepta-4,5-dien-1-ol t-butyldimethylsilyl ether.

Workup

  1. temperaturewere refluxed for 24 hours
  2. temperatureThe reaction mixture was cooled
  3. extractionThe product was extracted with 100 ml of ether
  4. washthe ethereal solution washed with brine
  5. dry with materialdried over potassium carbonate
  6. customevaporated

Sources & evidence

ORD record
ord-2832b5b05c784858b995e5388fde4897
Source dataset
uspto-grants-1985_05
Patent number
US04515727

Reaction notes

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