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N-Iodosuccinimide → tert-Butyl-[4-iodo-1-(Propylcyclobutyl)but-3-enyloxy]dimethylsilane

HRID 2080905
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HRID 2080905 반응식
[C:1]([Si:5]([CH3:19])([CH3:18])[O:6][CH:7]([C:11]1([CH2:15][CH2:16][CH3:17])[CH2:14][CH2:13][CH2:12]1)[CH2:8][C:9]#[CH:10])([CH3:4])([CH3:3])[CH3:2].[I:20]N1C(=O)CCC1=O>C(Cl)Cl.[H-].[Cl-].C1([Zr+2]C2C=CC=C2)C=CC=C1>[C:1]([Si:5]([O:6][CH:7]([C:11]1([CH2:15][CH2:16][CH3:17])[CH2:14][CH2:13][CH2:12]1)[CH2:8][CH:9]=[CH:10][I:20])([CH3:19])[CH3:18])([CH3:3])([CH3:4])[CH3:2]
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참가 물질

5

반응물 2

HCID 120273N-IodosuccinimideHCID 15475299tert-Butyldimethyl-[1-(1-propylcyclobutyl)but-3-ynyloxy]silane

생성물 1

HCID 53961856tert-Butyl-[4-iodo-1-(Propylcyclobutyl)but-3-enyloxy]dimethylsilane수율 74.6%

시약·촉매·용매 2

HCID 178420592HCID 178420592, 화합물촉매HCID 6344Dichloromethane용매

실험 절차

Bis(cyclopentadienyl)zirconiumchloride hydride (3.1 g, 12.0 mmol) was added to a solution of alkyne 5 (1.7 g, 3.94 mmol) in CH2Cl2 (20 mL) at 23° C. After 0.5 h N-iodosuccinimide (2.6 g, 12.0 mmol) was added. The reaction was stirred for 0.5 h, concentrated in vacuo and the residue was diluted with pentane and washed with saturated aqueous sodium bisulfite. The organic portion was dried (Na2SO4), filtered and concentrated in vacuo. Purification of the residue by FCC (silica gel, 100% pentane) gave 1.2 g (71%) of the vinyl iodide 6 as a clear, light yellow oil.

후처리

  1. concentrationconcentrated in vacuo
  2. additionthe residue was diluted with pentane
  3. washwashed with saturated aqueous sodium bisulfite
  4. dry with materialThe organic portion was dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customPurification of the residue by FCC (silica gel, 100% pentane)

출처 및 근거

ORD 기록
ord-777fd2a74bc14e219d1f6b218f2fc478
출처 데이터셋
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07932420B2

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