Sodium Hydroxide → HCID 68814812, compound

HRID 730026Notes

Reaction equation

HRID 730026 reaction equation
[C:1]1([C:11](=[O:13])[CH3:12])[C:10]2[C:4]([CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+].S([O-])([O-])(=O)=O.[Mg+2]>C1COCC1>[C:1]1([CH:11]([OH:13])[CH3:12])[C:10]2[C:4]([CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 111828801-ACETYLAZULENEHCID 21226445Aluminium lithium hydride

Product 1

HCID 68814812HCID 68814812, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-(Azulen-1-yl)ethanone (13.0 g) prepared according to a method described in the literature (Mori et al., J. Heterocycl. Chem., Vol. 33, 1996, pp. 841-846) was dissolved in dehydrated THF (380 mL), and stirried with cooling on ice under nitrogen atmosphere. This reaction mixture was carefully added with lithium aluminum hydride (1.45 g, Wako Pure Chemical Industries), and stirried with cooling on ice for 1 hour. The reaction mixture was carefully added with 2 N aqueous sodium hydroxide with cooling on ice and stirring. The reaction mixture was added with anhydrous magnesium sulfate, and stirred, then the solid was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was used for the subsequent reaction as it was.

Workup

  1. temperaturewith cooling on ice under nitrogen atmosphere
  2. temperaturewith cooling on ice for 1 hour
  3. temperaturewith cooling on ice
  4. stirringstirred
  5. customthe solid was removed by filtration
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. customThe residue was used for the subsequent reaction as it

Sources & evidence

ORD record
ord-ef4dd3500e6a41859c66357fde23d801
Source dataset
uspto-grants-2009_09
Patent number
US07582658B2

Reaction notes

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