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Dimethyl Sulfoxide → 3[o-(2-Propenyl)phenoxy]propyl trimethoxysilane

HRID 236628
ノート
印刷プレビュー

反応式

HRID 236628 の反応式
[CH2:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10])[CH:2]=[CH2:3].[OH-].[Na+].CS(C)=O.Cl[CH2:18][CH2:19][CH2:20][Si:21]([O:26][CH3:27])([O:24][CH3:25])[O:22][CH3:23]>C1(C)C=CC=CC=1>[CH2:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[O:10][CH2:18][CH2:19][CH2:20][Si:21]([O:26][CH3:27])([O:24][CH3:25])[O:22][CH3:23])[CH:2]=[CH2:3]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 679Dimethyl SulfoxideHCID 14798Sodium HydroxideHCID 156242-AllylphenolHCID 624493-(Trimethoxysilyl)propyl chloride

生成物 1

HCID 138791743[o-(2-Propenyl)phenoxy]propyl trimethoxysilane収率 90%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
115 °C

実験手順

Using the general procedure described in Example 1 a reactor was charged with 73.7 g (0.55 mole) of o-allylphenol, 43.28 g of a 50% by weight aqueous solution of sodium hydroxide (0.54 mole NaOH), 112 cc dimethylsulfoxide and 120 cc toluene. The resultant mixture was heated to the boiling point for six hours under a nitrogen atmosphere to remove all of the water present by azeotropic distillation. The reaction mixture was then allowdd to cool to about 75° C., at which time 109 g (0.56 mole) of 3-chloropropyl trimethoxysilane was added dropwise while the reaction mixture was stirred. Following completion of the addition the reaction mixture was heated at 115° C. for about 16 hours, following which the mixture was allowed to cool and was filtered to remove any solid material. The solvents were then removed under a pressure of about 15 mm of mercury at a temperature of about 60° C. The pressure was then reduced to 2 mm of mercury and the material boiling at 146° C. was collected. The weight of this fraction was equivalent to a yield of 90% based on starting materials. Analysis by vapor phase chromatography indicated that the purity of the product was greater than 98%. The infrared and nuclear magnetic resonance spectra of the product were consistent with the proposed structure.

後処理

  1. customto remove all of the water present
  2. distillationby azeotropic distillation
  3. additionwas added dropwise while the reaction mixture
  4. additioncompletion of the addition the reaction mixture
  5. temperatureto cool
  6. filtrationwas filtered
  7. customto remove any solid material
  8. customThe solvents were then removed under a pressure of about 15 mm of mercury at a temperature of about 60° C
  9. customthe material boiling at 146° C. was collected

出典と根拠

ORDレコード
ord-bf768ea7638c4a38b9f5f70d99d80c70
出典データセット
uspto-grants-1987_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04645844

反応ノート

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