Ammonium Chloride → tert-Butyldimethylphenoxysilane

HRID 1080568

反応式

HRID 1080568 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 529235tert-Butyldimethylphenoxysilane

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
25 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-384584a357ce4195953cb4e8a7a50a77
出典データセット
uspto-grants-1996_12
特許番号
US05582765

関連ノート

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