Dichlorodimethylsilane → Chlorodimethyl(n-methyl-2-methoxy-5,6-dihydroindeno[2,1-b]indol-6-yl)silane

HRID 1581734ノート

反応式

HRID 1581734 の反応式
[Li]CCCC.CCCCCC.[CH3:12][N:13]1[C:21]2[C:16](=[CH:17][C:18]([O:22][CH3:23])=[CH:19][CH:20]=2)[C:15]2[C:24]3[C:29]([CH2:30][C:14]1=2)=[CH:28][CH:27]=[CH:26][CH:25]=3.N1C2C(C=CC3C=2C=C2C=3C=CC=C2)=CC=1.[Cl:47][Si:48](Cl)([CH3:50])[CH3:49]>C1COCC1>[Cl:47][Si:48]([CH3:50])([CH3:49])[CH:30]1[C:14]2[N:13]([CH3:12])[C:21]3[C:16]([C:15]=2[C:24]2[C:29]1=[CH:28][CH:27]=[CH:26][CH:25]=2)=[CH:17][C:18]([O:22][CH3:23])=[CH:19][CH:20]=3

参加物

7

反応物 5

HCID 6398DichlorodimethylsilaneHCID 8058HexaneHCID 22722361n-Methyl-2-methoxy-5,6-dihydroindeno[2,1-b]indoleHCID 178418339Butyllithium2 回HCID 178420856HCID 178420856、化合物

生成物 1

HCID 22722352Chlorodimethyl(n-methyl-2-methoxy-5,6-dihydroindeno[2,1-b]indol-6-yl)silane

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-78 °C

実験手順

3.4 mL of a 2.5 M solution of n-BuLi in hexane (8.50 mmol) were added dropwise to a solution of 2.22 g of N-methyl-2-methoxy-5,6-dihydroindeno[2,1-b]indole, obtained as reported above, (Mw=249.32, purity 85.8%, 7.64 mmol; indenoindole: n-BuLi=1:1.1) in 50 mL of THF, previously cooled to −78° C. At the end of the addition, the brown solution was allowed to warm up to room temperature and stirred for 5 hours. Then it was cooled again to −78° C. and added dropwise to a solution of dichlorodimethylsilane (Mw=129.06, d=1.064, 0.92 mL, 7.64 mmol; indenoindole: Me2SiCl2=1:1) in 20 mL of THF, previously cooled to −78° C. At the end of the addition, the dark brown solution was allowed to warm up to room temperature and stirred overnight. The solvents were evaporated under reduced pressure to give the desired product, containing few by-products, in the form of a brown sticky solid; this product was used in the following step without further purification.

後処理

  1. customobtained
  2. additionAt the end of the addition
  3. temperatureto warm up to room temperature
  4. temperatureThen it was cooled again to −78° C.
  5. temperaturepreviously cooled to −78° C
  6. additionAt the end of the addition
  7. temperatureto warm up to room temperature
  8. stirringstirred overnight
  9. customThe solvents were evaporated under reduced pressure

出典と根拠

ORDレコード
ord-9d14bcbd2f9441b0b3c7912e56b43b56
出典データセット
uspto-grants-2004_05
特許番号
US06730754B2

反応ノート

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