Sodium Carbonate → HCID 69232287, compound

HRID 661764Notes

Reaction equation

HRID 661764 reaction equation
[H-].[K+].[C:3]([C:7]1[CH:19]=[CH:18][C:17]2[C:16]3[C:11](=[CH:12][C:13]([C:20]([CH3:23])([CH3:22])[CH3:21])=[CH:14][CH:15]=3)[CH2:10][C:9]=2[CH:8]=1)([CH3:6])([CH3:5])[CH3:4].[CH2:24]([O:27][C:28]1[C:33]([C:34]([CH3:37])([CH3:36])[CH3:35])=[CH:32][C:31]([CH3:38])=[CH:30][C:29]=1[Si:39](Cl)([CH2:42][CH3:43])[CH2:40][CH3:41])[CH:25]=[CH2:26].C(=O)([O-])O.[Na+].C(=O)([O-])[O-].[Na+].[Na+]>CCCCCC.C1COCC1.C1(C)C=CC=CC=1>[CH2:24]([O:27][C:28]1[C:33]([C:34]([CH3:35])([CH3:36])[CH3:37])=[CH:32][C:31]([CH3:38])=[CH:30][C:29]=1[Si:39]([CH:10]1[C:9]2[CH:8]=[C:7]([C:3]([CH3:6])([CH3:5])[CH3:4])[CH:19]=[CH:18][C:17]=2[C:16]2[C:11]1=[CH:12][C:13]([C:20]([CH3:23])([CH3:22])[CH3:21])=[CH:14][CH:15]=2)([CH2:40][CH3:41])[CH2:42][CH3:43])[CH:25]=[CH2:26]

Participants

9

Reactant 5

HCID 10340Sodium CarbonateHCID 82127Potassium hydride2×HCID 516892Sodium BicarbonateHCID 40900822,7-Di-tert-butylfluoreneHCID 67206735(2-Allyloxy-3-tert-butyl-5-methylphenyl)chlorodiethylsilane

Product 1

HCID 69232287HCID 69232287, compound

Reagents, catalysts & solvents 3

HCID 1140TolueneSolventHCID 8028TetrahydrofuranSolvent3×HCID 8058HexaneSolvent

Procedure

There was washed 3.00 g (22.45 mmol) of potassium hydride having a purity of 30% by weight with each 6 mL of hexane three times in an atmosphere of nitrogen, and 37 mL of THF was added thereto. To the obtained THF slurry of potassium hydride, 5.00 g (17.96 mml) of 2,7-di-tert-butylfluorene was added dropwise at 0° C. using 32 mL of a THF solution thereof. The obtained mixture was stirred for 2.5 hours at a room temperature, and then 5.84 g (17.96 mmol) of (2-allyloxy-3-tert-butyl-5-methylphenyl)chlorodiethylsilane was added dropwise at −78° C. using 7 mL of a toluene solution thereof. The temperature of the obtained liquid reaction mixture was raised up to a room temperature, and the mixture was stirred for 2.5 hours. The mixture was added dropwise at 0° C. to a mixture of 32 mL of a 10% aqueous solution of sodium hydrogen carbonate and 32 mL of a 10% aqueous solution of sodium carbonate, and the resultant mixture was extracted with 20 mL of toluene. The obtained extract was dried over sodium sulfate, and the solvent contained therein was distilled away under a reduced pressure, thereby obtaining quantitatively (2-allyloxy-3-tert-butyl-5-methylphenyl)(2,7-di-tert-butyl fluoren-9-yl)diethylsilane.

Workup

  1. additionwas added
  2. customThe temperature of the obtained liquid reaction mixture
  3. temperaturewas raised up to a room temperature
  4. stirringthe mixture was stirred for 2.5 hours
  5. extractionthe resultant mixture was extracted with 20 mL of toluene
  6. extractionThe obtained extract
  7. dry with materialwas dried over sodium sulfate
  8. distillationthe solvent contained therein was distilled away under a reduced pressure

Sources & evidence

ORD record
ord-a90075989d514cb2827234811c32f0f7
Source dataset
uspto-grants-2011_12
Patent number
US08084559B2

Reaction notes

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