Triethoxysilane → HCID 67393793, compound

HRID 1624212Notes

Reaction equation

HRID 1624212 reaction equation
[CH2:1]([O:4][CH2:5][CH:6]1[CH2:10][CH2:9][CH2:8][O:7]1)[CH:2]=[CH2:3].[CH2:11]([O:13][SiH:14]([O:18][CH2:19][CH3:20])[O:15][CH2:16][CH3:17])[CH3:12]>>[CH2:5]([O:4][CH2:1][CH2:2][CH2:3][Si:14]([O:18][CH2:19][CH3:20])([O:15][CH2:16][CH3:17])[O:13][CH2:11][CH3:12])[CH:6]1[O:7][CH2:8][CH2:9][CH2:10]1

Participants

3

Reactant 2

HCID 13830Triethoxysilane2×HCID 125063552-[(Allyloxy)methyl]tetrahydrofuran

Product 1

HCID 67393793HCID 67393793, compoundYield 98.7%

Conditions

Temperature
80 °C

Procedure

A 1 liter 3 neck flask equipped with a magnetic stirrer, pot thermometer, dry-ice condenser and an addition funnel was charged with 106.6 g of allyloxymethyltetrahydrofuran. The flask was heated to 80° C., and 8.7 g of triethoxysilane was added, followed by 0.5 g of Karstedt's catalyst with a Pt concentration of 2%. An exotherm was observed and an additional 120.6 g of triethoxysilane was added while maintaining the temperature between 80°-100° C. After the addition was complete, an additional 0.25 g of Karstedt's catalyst was added, and the mixture was heated to 90° C. for 1 hour. The mixture was distilled through a short Vigreux column. Tetrahydrofurfuryloxypropyltriethoxysilane (98.7% purity by GC) was obtained in 60% yield, having a boiling point of 130° C./3 mm and a density at 25° C. of 0.9899.

Workup

  1. temperaturewhile maintaining the temperature between 80°-100° C
  2. additionAfter the addition
  3. temperaturethe mixture was heated to 90° C. for 1 hour
  4. distillationThe mixture was distilled through a short Vigreux column

Sources & evidence

ORD record
ord-a4f96b4e50174eb78510d91c6b5ea054
Source dataset
uspto-grants-2014_07
Patent number
US08779080B2

Reaction notes

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