Dichlorodimethylsilane → HCID 59735669、化合物

HRID 2425306ノート

反応式

HRID 2425306 の反応式
[Li]CCCC.CCCCCC.[CH3:12][C:13]1[CH2:14][C:15]2[C:20]([CH:21]=1)=[C:19]([CH3:22])[CH:18]=[C:17]([CH3:23])[CH:16]=2.[Si:24]([CH3:28])([CH3:27])(Cl)[Cl:25].[Li]>CCOCC.C1COCC1>[Cl:25][Si:24]([CH:14]1[C:15]2[C:20](=[C:19]([CH3:22])[CH:18]=[C:17]([CH3:23])[CH:16]=2)[CH:21]=[C:13]1[CH3:12])([CH3:28])[CH3:27]

参加物

8

反応物 5

HCID 6398DichlorodimethylsilaneHCID 8058HexaneHCID 3028194LithiumHCID 109207862,4,6-trimethyl-1H-indeneHCID 178418339Butyllithium

生成物 1

HCID 59735669HCID 59735669、化合物収率 97.5%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A 2.5 M n-BuLi solution in hexane (37.2 mL, 0.093 mol) was added dropwise at 0° C. under nitrogen to a solution of 14.00 g of 2,4,6-trimethylindene (0.088 mol) in 100 mL of Et2O in a 500 mL 3-necked round flask. During the addition a white suspension was formed. The mixture was then allowed to warm up to r.t. and stirred for 30 min, with final formation of a white suspension. Then a solution of Me2SiCl2 (11.28 mL, 0.093 mol.) in 30 mL of THF was cooled to 0° C. and slowly added to the lithium salt suspension, also cooled to 0° C. The reaction mixture was allowed to warm up to r.t. and stirred for 2 h with final formation of a light yellow suspension. Then the solvents were removed in vacuo and the residue was extracted with 150 mL of toluene to remove LiCl. The light yellow filtrate was brought to dryness in vacuo to give 21.53 g of a yellow oil: its 1H-NMR analysis showed the presence of the target product together with traces of starting 2,4,6-trimethyl-indene (yield 97.5%).

後処理

  1. additionDuring the addition a white suspension
  2. customwas formed
  3. temperaturealso cooled to 0° C
  4. temperatureto warm up to r.t.
  5. stirringstirred for 2 h with final formation of a light yellow suspension
  6. customThen the solvents were removed in vacuo
  7. extractionthe residue was extracted with 150 mL of toluene
  8. customto remove LiCl

出典と根拠

ORDレコード
ord-429a9a155dee452f8e22dc21ea4777e8
出典データセット
uspto-grants-2011_06
特許番号
US07964679B2

反応ノート

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