3-Bromoaniline → 1-(3-Bromophenyl)-2,2,5,5-tetramethyl-1-aza-2,5-disilacyclopentane

HRID 1975512ノート

反応式

HRID 1975512 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[CH3:9][Si:10]([CH3:26])(N(CC)CC)[CH2:11][CH2:12][Si:13]([CH3:20])([CH3:19])N(CC)CC>>[Br:1][C:2]1[CH:3]=[C:4]([N:5]2[Si:13]([CH3:20])([CH3:19])[CH2:12][CH2:11][Si:10]2([CH3:26])[CH3:9])[CH:6]=[CH:7][CH:8]=1

参加物

3

実験手順

The alpha,omega-aniline terminated dimethyl siloxanes are prepared, starting with 3-bromoaniline, in which the amine functionality is protected, such as by reaction with 1,1,4,4-tetramethyl-1,4-bis(N,N-diethylamino)-1,4-disilabutane, to form 1-(3-bromophenyl)-2,2,5,5-tetramethyl-1-aza-2,5-disilacyclopentane. The protected bromoaniline is then reacted with an alkyllithium or with magnesium to form the corresponding lithio or Grignard compound, respectively, which is then reacted with chlorodialkylsilane to form 1-(3-(dialkylsilyl)phenyl)-2,2,5,5-tetramethyl-1-aza-2,5-disilacyclopentane. This reaction places the silane functionality in the meta position. Next, the protected dimethylsilane aniline is subjected to deprotection to form 3-aminophenyldialkyl silane, which is considered to be novel. This silane is then hydrolyzed to form the corresponding silanol, also considered to be novel. The silanol is then condensed to form bis(3-aminophenyl)-1,1,3,3-tetraalkyldisiloxane.

後処理

  1. customThe alpha,omega-aniline terminated dimethyl siloxanes
  2. customare prepared

出典と根拠

ORDレコード
ord-8c8efa0f3da64925adf618be14b3b859
出典データセット
uspto-grants-1994_02
特許番号
US05286890

反応ノート

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