Dichlorodiphenylsilane → (1-Naphthyl)diphenylsilanol

HRID 607339

반응식

HRID 607339 반응식
[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

참가 물질

7

반응물 4

HCID 6627Dichlorodiphenylsilane2회HCID 70011-BromonaphthaleneHCID 142154SilanolHCID 178418339Butyllithium

생성물 1

HCID 57572905(1-Naphthyl)diphenylsilanol

시약·촉매·용매 2

HCID 962Water용매HCID 3283Diethyl Ether용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-11876b3b4d144fda82c77fbf120c9a10
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915457B2

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