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

HRID 1975512노트

반응식

HRID 1975512 반응식
[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

참가 물질

3

반응물 2

HCID 115623-BromoanilineHCID 12655956HCID 12655956, 화합물

생성물 1

HCID 132686651-(3-Bromophenyl)-2,2,5,5-tetramethyl-1-aza-2,5-disilacyclopentane

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-8c8efa0f3da64925adf618be14b3b859
출처 데이터셋
uspto-grants-1994_02
특허 번호
US05286890

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