2-Methyl-3-buten-2-ol → 1,1-Dimethyl-3-(triethylsilyl)propyl alcohol

HRID 2355

Reaction equation

HRID 2355 reaction equation
[CH3:1][C:2]([OH:6])([CH3:5])[CH:3]=[CH2:4].[CH2:7]([SiH:9]([CH2:12][CH3:13])[CH2:10][CH3:11])[CH3:8]>[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl.C(O)CCC>[CH3:1][C:2]([OH:6])([CH3:5])[CH2:3][CH2:4][Si:9]([CH2:12][CH3:13])([CH2:10][CH3:11])[CH2:7][CH3:8]

Participants

6

Conditions

Temperature
80 °C

Procedure

Into a four-necked 500 mL-flask equipped with a stirring apparatus, a thermometer and a dropping funnel, 81.2 g (0.943 mole) of 3-methyl-1-buten-3-ol and 0.2 g of an n-butanol solution containing chloroplatinic acid at a concentration of 2 weight % were charged, and they were heated to 80° C. with stirring. From the dropping funnel, 109.6 g (0.943 mole) of triethylsilane was dropwise added into the four-necked flask. After the completion of the addition, they were heated and stirred for about 20 hours. Meanwhile, the proceeding of reaction was traced by gas chromatography analysis. At the stage when the proceeding of the reaction stopped, an additional mount of the above n-butanol solution containing chloroplatinic acid was added for the proceeding of the reaction. The reaction mixture was distilled under reduced pressure to obtain 154.9 g (0.765 mole) of 1,1-dimethyl-3-(triethylsilyl)propyl alcohol as a fraction at 105° C./14-16 torr.

Workup

  1. customInto a four-necked 500 mL-flask equipped with a stirring apparatus
  2. additionwere charged
  3. additionAfter the completion of the addition, they
  4. temperaturewere heated
  5. stirringstirred for about 20 hours
  6. customMeanwhile, the proceeding of reaction
  7. additionwas added for the proceeding of the reaction
  8. distillationThe reaction mixture was distilled under reduced pressure

Sources & evidence

ORD record
ord-f10081548cf4415e81c4b90bffd29a7a
Source dataset
uspto-grants-1998_03
Patent number
US05728857

Linked notes

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