1-(3-Bromoprop-1-yl)-2,2,5,5-tetramethyl-1,2,5-azadisilolidine → N-[3-(2,2,5,5-tetramethyl-1-aza-2,5-disila-1-cyclopentyl)-1-propyl]phthalimide

HRID 602843ノート

反応式

HRID 602843 の反応式
[C:1]1(=[O:11])[NH:5][C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[K].Br[CH2:14][CH2:15][CH2:16][N:17]1[Si:21]([CH3:23])([CH3:22])[CH2:20][CH2:19][Si:18]1([CH3:25])[CH3:24]>CN(C)C=O>[CH3:22][Si:21]1([CH3:23])[CH2:20][CH2:19][Si:18]([CH3:25])([CH3:24])[N:17]1[CH2:16][CH2:15][CH2:14][N:5]1[C:1](=[O:11])[C:2]2=[CH:10][CH:9]=[CH:8][CH:7]=[C:3]2[C:4]1=[O:6]

参加物

4

反応物 2

HCID 42924111-(3-Bromoprop-1-yl)-2,2,5,5-tetramethyl-1,2,5-azadisilolidineHCID 24194345Phthalimide potassium salt

生成物 1

HCID 67079567N-[3-(2,2,5,5-tetramethyl-1-aza-2,5-disila-1-cyclopentyl)-1-propyl]phthalimide収率 71.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
75 °C

実験手順

About 3.36 g of potassium phthalimide, 4.89 g of 1-(3-bromopropyl)-2,2,5,5-tetramethyl-1-aza-2,5-disilacyclopentane, and 12 mL of N,N-dimethylformamide were mixed in a flask. The mixture was stirred for 5 hour while the flask was kept in an oil bath maintained at 75° C. The N,N-dimethylformamide was removed under vacuum. The residue was extracted with 90 mL of toluene and filtered. The filtrate was evaporated under vacuum. The residue was triturated with 80 mL of hexane, cooled with dry ice, and then filtered to give N-[3-(2,2,5,5-tetramethyl-1-aza-2,5-disila-1-cyclopentyl)-1-propyl]phthalimide (TMADSCPPI) as a white solid (4.3 g, 68% yield). 1H NMR data (C6D6, 25° C., referenced to tetramethylsilane) of the product: δ 7.41 (multiplet, 2H, aromatic protons), 6.81 (multiplet, 2H, aromatic protons), 3.55 (multiplet, 2H, CH2 protons), 2.79 (multiplet, 2H, CH2 protons), 1.77 (multiplet, 2 H, CH2 protons), 0.70 (singlet, 4H, CH2—Si protons), 0.06 (singlet, 12H, Si—CH3 protons).

後処理

  1. customwas kept in an oil bath
  2. customThe N,N-dimethylformamide was removed under vacuum
  3. extractionThe residue was extracted with 90 mL of toluene
  4. filtrationfiltered
  5. customThe filtrate was evaporated under vacuum
  6. customThe residue was triturated with 80 mL of hexane
  7. temperaturecooled with dry ice
  8. filtrationfiltered

出典と根拠

ORDレコード
ord-1a3f10db70db4d87b5acae7267c965fd
出典データセット
uspto-grants-2011_03
特許番号
US07906592B2

反応ノート

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