Silane → HCID 21835995, compound

HRID 1417112Notes

Reaction equation

HRID 1417112 reaction equation
[CH2:1]([Si:4]([CH2:12][CH:13]=[CH2:14])([CH2:9][CH:10]=[CH2:11])[CH2:5][CH2:6][CH2:7]Br)[CH:2]=[CH2:3].[CH2-]C(C)=O.[OH:19][CH2:20][CH:21]([CH2:23]O)[OH:22].[SiH4]>O1CCCC1.S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>[CH2:1]([Si:4]([CH2:12][CH:13]=[CH2:14])([CH2:9][CH:10]=[CH2:11])[CH2:5][CH2:6][CH2:7][CH2:23][CH:21]([CH2:20][OH:19])[OH:22])[CH:2]=[CH2:3]

Participants

6

Reactant 3

HCID 23953SilaneHCID 110330293-bromopropyltriallylsilane2×HCID 178521474HCID 178521474, compound

Product 1

HCID 21835995HCID 21835995, compound

Reagents, catalysts & solvents 2

HCID 94433Tetrabutylammonium hydrogen sulfateCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Triallyl glycerylpropyl silane was prepared from triallyl bromopropyl silane prepared in Example 7 via glycerol acetonide intermediate. A 250 ml flask equipped with a stir bar was charged with 22.9 grams of 74% triallyl bromopropyl silane reagent (17.0 grams, 62 millimoles of triallyl bromopropyl silane prepared as described in Example 7). The silane was diluted with 175 ml of tetrahydrofuran (commercially available from Aldrich Chemical Co. of Milwaukee, Wis.) containing 1.1 grams (3.2 millimoles) tetrabutylammonium hydrogen sulfate (commercially available from Aldrich Chemical Co.). The reaction vessel was then cooled in an ice bath and purged with nitrogen.

Workup

  1. customA 250 ml flask equipped with a stir bar
  2. temperatureThe reaction vessel was then cooled in an ice bath
  3. custompurged with nitrogen

Sources & evidence

ORD record
ord-8da50ba171f440b3b74592b8b9bd3c1e
Source dataset
uspto-grants-1999_03
Patent number
US05876595

Reaction notes

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