Dichlorodimethylsilane → HCID 59735669, 화합물

HRID 2105748노트

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HRID 2105748 반응식
[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]

참가 물질

8

반응물 5

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

생성물 1

HCID 59735669HCID 59735669, 화합물수율 97.5%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

A 2.5 M n-BuLi solution in hexane (37.2 mL, 0.093 mol) was added dropwise at 0° C. under nitrogen atmosphere to a solution of 14.00 g of 2,4,6-trimethyl-indene (prepared according to Eur. Pat. Appl. 693,506) 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 (98%, d=1,064, 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. The solvents were then removed in vacuo and the residue was extracted with 150 mL of toluene to remove the LiCl. The light yellow filtrate was brought to dryness in vacuo to give 21.53 g of a yellow oil, characterized by 1NMR analysis as the target product, yield 97.5%. This product was used as such in the next step without further purification.

후처리

  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. customThe solvents were then removed in vacuo
  7. extractionthe residue was extracted with 150 mL of toluene
  8. customto remove the LiCl

출처 및 근거

ORD 기록
ord-f92f639f6d50436d89067481a1f4068c
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07579423B2

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