Sodium Chloride → HCID 73991839, compound

HRID 984532Notes

Reaction equation

HRID 984532 reaction equation
C(=O)([O-])[O-].[K+].[K+].C([O:10][CH:11]([CH2:15][CH:16]=[C:17]([CH3:32])[CH2:18][CH2:19][CH2:20][CH:21]([CH3:31])[CH2:22][O:23][Si:24]([C:27]([CH3:30])([CH3:29])[CH3:28])([CH3:26])[CH3:25])[C:12](=[O:14])[CH3:13])(=O)C.[Na+].[Cl-]>CO>[C:27]([Si:24]([CH3:25])([CH3:26])[O:23][CH2:22][CH:21]([CH3:31])[CH2:20][CH2:19][CH2:18][C:17]([CH3:32])=[CH:16][CH2:15][CH:11]([OH:10])[C:12](=[O:14])[CH3:13])([CH3:29])([CH3:30])[CH3:28]

Participants

5

Reactant 3

HCID 5234Sodium ChlorideHCID 11430Potassium CarbonateHCID 72615807HCID 72615807, compound

Product 1

HCID 73991839HCID 73991839, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

400 ml saturated potassium carbonate solution is added to 1.94 g (5.05 mmol) 3-acetoxy-11-(tert-butyl-dimethylsilyloxy)-6,10-dimethyl-5-undecene-2-one in 20.0 ml methanol. After termination of the reaction (accurate DC control, e.g. approx. 10 min at room temperature), 30 ml of the NaCl solution is added and five times extracted with 30 ml diethylether. The combined organic phases are washed again with NaCl solution, and dried over sodium sulfate, the solvent was then removed in the vacuum, and silica gel chromatography was performed with the residue.

Workup

  1. additionis added
  2. extractionfive times extracted with 30 ml diethylether
  3. washThe combined organic phases are washed again with NaCl solution
  4. dry with materialdried over sodium sulfate
  5. customthe solvent was then removed in the vacuum, and silica gel chromatography

Sources & evidence

ORD record
ord-bbc08c8e0b854c5d877022dab3643d38
Source dataset
uspto-grants-2005_03
Patent number
US06867333B2

Reaction notes

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