2-Methyl-3-buten-2-ol → HCID 12702675, compound

HRID 480534Notes

Reaction equation

HRID 480534 reaction equation
[CH3:1][SiH:2]([CH3:4])[CH3:3].[CH3:5][C:6]([OH:10])([CH:8]=[CH2:9])[CH3:7].[SiH4]>C1(C)C=CC=CC=1>[CH3:5][C:6]([OH:10])([CH2:8][CH2:9][Si:2]([CH3:4])([CH3:3])[CH3:1])[CH3:7]

Participants

5

Reactant 3

HCID 82572-Methyl-3-buten-2-olHCID 23953SilaneHCID 70435Trimethylsilane

Product 1

HCID 12702675HCID 12702675, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A 250 mL 3-neck round-bottom flask was equipped with a magnetic stirrer, dry-ice condenser with a nitrogen bubbler, thermocouple thermometer, ice water cooling bath, and a gas inlet tube attached through a back flow trap to a cylinder of trimethylsilane. The flask was charged with 68.9 g (0.80 mol) of 2-methyl-3-buten-2-ol and 600 mg of platinum-divinyl tetramethyl disiloxane complex in toluene (about 2 mol % platinum) and cooled to below 10° C. The reaction temperature was maintained between 5 and 10° C. as the silane (63 grams, 0.85 mol) was added slowly over 3 hours. The ice-water cooling bath was removed but the dry-ice condenser was maintained with dry-ice while stirring overnight. The condenser was removed and replaced with a distillation apparatus and the reaction mixture distilled under vacuum. The major fraction distilling at 105-108° C. at 200 milliTorr was collected, yielding 124 grams of product.

Workup

  1. customA 250 mL 3-neck round-bottom flask was equipped with a magnetic stirrer, dry-ice condenser with a nitrogen bubbler
  2. temperaturecooled to below 10° C
  3. additionwas added slowly over 3 hours
  4. customThe ice-water cooling bath was removed
  5. temperaturethe dry-ice condenser was maintained with dry-ice
  6. customThe condenser was removed
  7. distillationthe reaction mixture distilled under vacuum
  8. distillationThe major fraction distilling at 105-108° C. at 200 milliTorr
  9. customwas collected

Sources & evidence

ORD record
ord-63f0690841434288b7560c88f75d0a5f
Source dataset
uspto-grants-2003_11
Patent number
US06653048B2

Reaction notes

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