Ammonium Chloride → tert-Butyldimethylphenoxysilane

HRID 1080568

반응식

HRID 1080568 반응식
[Si:1]([O:8][C:9]1[CH:14]=[CH:13][C:12](Br)=[CH:11][C:10]=1F)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[Mg].C([Si]1(C2C=CC=CC=2)CCC(=O)CC1)CCCC.[Cl-].[NH4+]>O1CCCC1>[Si:1]([O:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

참가 물질

6

반응물 4

HCID 25517Ammonium ChlorideHCID 5462224MagnesiumHCID 110762054-Pentyl-4-phenyl-4-silacyclohexanoneHCID 19593792(4-Bromo-2-fluorophenoxy)(tert-butyl)dimethylsilane

생성물 1

HCID 529235tert-Butyldimethylphenoxysilane

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
25 °C

실험 절차

A Grignard reagent was prepared from 30.5 g of 4-bromo-2-fluorophenol t-butyldimethylsilyl ether and 2.43 g of magnesium in 100 ml of tetrahydrofuran. 20.0 g of 4-n-pentyl-4-phenyl-4-silacyclohexanone was dropped in the resultant solution at 25° C. The reaction mixture was agitated at 25° C. for 5 hours and poured into an ammonium chloride aqueous solution, followed by extraction with ethyl acetate. The ethyl acetate solution was washed with brine, dried and concentrated. 400 ml of benzene and 800 mg of p-toluenesulfonic acid monohydrate were added to the resultant residue, followed by removal of generated water under reflux. When distilling of water was stopped, the benzene solution was concentrated, followed by purification of the resultant residue to obtain 31.6 g (yield: 88%) of 2-fluoro-4-(4-n-pentyl-4-phenyl)-4-sila-1-cyclohexnyl)phenol t-butyldimethylsilyl ether.

후처리

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe ethyl acetate solution was washed with brine
  3. customdried
  4. concentrationconcentrated
  5. addition400 ml of benzene and 800 mg of p-toluenesulfonic acid monohydrate were added to the resultant residue
  6. customfollowed by removal of generated water
  7. temperatureunder reflux
  8. distillationWhen distilling of water
  9. concentrationthe benzene solution was concentrated
  10. customfollowed by purification of the resultant residue

출처 및 근거

ORD 기록
ord-384584a357ce4195953cb4e8a7a50a77
출처 데이터셋
uspto-grants-1996_12
특허 번호
US05582765

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