Hydrochloric Acid → HCID 86726593, compound

HRID 589222Notes

Reaction equation

HRID 589222 reaction equation
[CH2:1]([Si:4]([CH2:30][CH:31]=[CH2:32])([CH2:27][CH:28]=[CH2:29])[CH2:5][CH2:6][CH2:7][Si:8]([CH2:14][CH2:15][CH2:16][Si:17]([CH2:24][CH:25]=[CH2:26])([CH2:21][CH:22]=[CH2:23])[CH2:18][CH:19]=[CH2:20])([C:10]([CH3:13])([CH3:12])[CH3:11])[OH:9])[CH:2]=[CH2:3].[CH2:33](N(CC)CC)C.C(OCC)C.Cl>C1COCC1>[CH2:21]([Si:17]([CH2:18][CH:19]=[CH2:20])([CH2:24][CH:25]=[CH2:26])[CH2:16][CH2:15][CH2:14][Si:8]([CH2:7][CH2:6][CH2:5][Si:4]([CH2:1][CH:2]=[CH2:3])([CH2:30][CH:31]=[CH2:32])[CH2:27][CH:28]=[CH2:29])([C:10]([CH3:11])([CH3:12])[CH3:13])[O:9][CH3:33])[CH:22]=[CH2:23]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 8471TriethylamineHCID 86726594HCID 86726594, compound

Product 1

HCID 86726593HCID 86726593, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Bis{3-(triallylsilyl)propyl}tert-butyl silanol (29) (10.3 mg, 0.02 mmol) was dissolved in distilled THF, two equivalents of Meerwein Reagent (Me3OBF4) and two equivalents of triethylamine were added dropwise and stirred at room temperature for 37 hours. To the reacted mixture, diethyl ether was added then 1N hydrochloric acid was added then the obtained water layer was extracted with diethyl ether. The collected organic layer was washed with saturated saline solution, dried over anhydrous magnesium sulfate, then filtered and concentrated under reduced pressure, obtaining bis{3-(triallylsilyl)propyl}(tert-butyl)methoxysilane (30) represented by the following chemical reaction equation (yield: 3.5 mg, yield (%): 33%).

Workup

  1. extractionthe obtained water layer was extracted with diethyl ether
  2. washThe collected organic layer was washed with saturated saline solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ce3d9448ac4d406a86fa6115301c9d19
Source dataset
uspto-grants-2016_01
Patent number
US09228107B2

Reaction notes

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