Dichlorodiphenylsilane → (1-Naphthyl)diphenylsilanol

HRID 607339

反応式

HRID 607339 の反応式
[SiH3][OH:2].[C:3]1(Br)[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=1.C([Li])CCC.Cl[Si:20](Cl)([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(OCC)C.O>[C:3]1([Si:20]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[OH:2])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=1

参加物

7

反応物 4

HCID 6627Dichlorodiphenylsilane2 回HCID 70011-BromonaphthaleneHCID 142154SilanolHCID 178418339Butyllithium

生成物 1

HCID 57572905(1-Naphthyl)diphenylsilanol

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

実験手順

For preparation of the silanol, 60 mmol 1-naphthyl bromide are metallized with the equimolar amount of n-butyllithium (2 M solution in cyclohexane, 60 mmol) at −20° C. in 400 ml diethyl ether and 60 mmol dichlorodiphenylsilane is then added, in accordance with Example 2.1. After addition of the dichlorodiphenylsilane, the reaction mixture is heated under reflux for 3 h and then hydrolysed by addition of water (100 g). After the organic phase which has been separated off has been washed neutral, the solution is concentrated in vacuo and the crude product is obtained as a white solid. Crude yield: 21.17 g, content: 84% (GC-MS).

後処理

  1. temperaturethe reaction mixture is heated
  2. temperatureunder reflux for 3 h
  3. customAfter the organic phase which has been separated off
  4. washhas been washed neutral
  5. concentrationthe solution is concentrated in vacuo

出典と根拠

ORDレコード
ord-11876b3b4d144fda82c77fbf120c9a10
出典データセット
uspto-grants-2011_03
特許番号
US07915457B2

関連ノート

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