Hydrochloric Acid → HCID 14274479, compound

HRID 2231774Notes

Reaction equation

HRID 2231774 reaction equation
[C:1]1([Si:7]([C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)([C:27]2[CH:32]=[C:31]([C:33]([CH3:36])([CH3:35])[CH3:34])[C:30]([O:37][Si](C)(C)C)=[C:29]([C:42]([CH3:45])([CH3:44])[CH3:43])[CH:28]=2)[C:8]2[CH:13]=[C:12]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:11]([O:18][Si](C)(C)C)=[C:10]([C:23]([CH3:26])([CH3:25])[CH3:24])[CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.O.O.[F-].C([N+](CCCC)(CCCC)CCCC)CCC.Cl>O1CCCC1>[C:1]1([Si:7]([C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)([C:8]2[CH:9]=[C:10]([C:23]([CH3:24])([CH3:25])[CH3:26])[C:11]([OH:18])=[C:12]([C:14]([CH3:17])([CH3:16])[CH3:15])[CH:13]=2)[C:27]2[CH:28]=[C:29]([C:42]([CH3:45])([CH3:44])[CH3:43])[C:30]([OH:37])=[C:31]([C:33]([CH3:36])([CH3:35])[CH3:34])[CH:32]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 11726816Tetrabutylammonium Fluoride TrihydrateHCID 14274478HCID 14274478, compound

Product 1

HCID 14274479HCID 14274479, compoundYield 96.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Conditions

Temperature
0 °C

Procedure

To a solution of 5.0 g (7 mmol) of diphenylbis(3,5-di-tert-butyl-4-trimethylsilyloxyphenyl)silane in 30 ml of tetrahydrofuran at 0° C. is added dropwise a solution of 4.3 g (14 mmol) of tetrabutylammonium fluoride trihydrate in 35 ml of tetrahydrofuran. The reaction mixture is stirred for 5 minutes at 0° C. and to it is added dropwise a solution of 2.2 g (62 mmol) of concentrated hydrochloric acid in 10 ml of tetrahydrofuran. The solvent is removed in vacuo and to the residue is added 250 ml of diethylether. The solution is extracted (3×100 ml) with water. The organic phase is dried over anhydrous sodium sulfate and the solvent is removed in vacuo to give 4.0 grams of a white solid. The crude product is recrystallized from heptane to give 3.0 g (75%) of product as white crystals; mp. 193°-194.5° C.

Workup

  1. customThe solvent is removed in vacuo and to the residue
  2. additionis added 250 ml of diethylether
  3. extractionThe solution is extracted (3×100 ml) with water
  4. dry with materialThe organic phase is dried over anhydrous sodium sulfate
  5. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-3b053e224dc649d785b3923bc8bb0bc7
Source dataset
uspto-grants-1988_11
Patent number
US04783495

Reaction notes

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