HCID 86747281, compound → HCID 11412651, compound

HRID 1735184Notes

Reaction equation

HRID 1735184 reaction equation
[Si]([O:8][CH2:9]/[CH:10]=[CH:11]\[Si:12]([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13])(C(C)(C)C)(C)C>CO>[Si:12](/[CH:11]=[CH:10]\[CH2:9][OH:8])([C:15]([CH3:17])([CH3:18])[CH3:16])([CH3:14])[CH3:13]

Participants

3

Reactant 1

HCID 86747281HCID 86747281, compound

Product 1

HCID 11412651HCID 11412651, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 1.2 g, 4.2 mmol) of (Z)-O-(t-butyldimethylsilyl)-3-(t-butyldimethylsilyl)-2-propen-1-ol and 0.04 g of diisocyanate tetrabutylstannoxane [Otera, Nozaki, Tetrahedron Lett., 27, 5743 (1986)] in 140 ml of methanol is refluxed for 9 hours. Most of solvent is removed under reduced pressure and the residue is dissolved in a ether-water mixture. Etheral phase is washed with water and brine, dried with sodium sulfate, filtered and concentrated under reduced pressure to afford 0.7 g (quantitatif crude yield) of (Z)-3-(t-butyldimethylsilyl)-2-propen-1-ol as a colorless liquid.

Workup

  1. temperatureis refluxed for 9 hours
  2. customMost of solvent is removed under reduced pressure
  3. dissolutionthe residue is dissolved in a ether-water mixture
  4. washEtheral phase is washed with water and brine
  5. dry with materialdried with sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-d8257e6bbb7b44d08b0eb65366ecea36
Source dataset
uspto-grants-1996_07
Patent number
US05536732

Reaction notes

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