Chlorosuccinimide → Tert-butyl(2-(5-chlorothiophen-2-yl)ethoxy)dimethylsilane

HRID 471303노트

반응식

HRID 471303 반응식
[Cl:1]N1C(=O)CCC1=O.[C:9]([Si:13]([CH3:23])([CH3:22])[O:14][CH2:15][CH2:16][C:17]1[S:18][CH:19]=[CH:20][CH:21]=1)([CH3:12])([CH3:11])[CH3:10]>C(Cl)(Cl)Cl.C(Cl)Cl>[C:9]([Si:13]([O:14][CH2:15][CH2:16][C:17]1[S:18][C:19]([Cl:1])=[CH:20][CH:21]=1)([CH3:23])[CH3:22])([CH3:10])([CH3:12])[CH3:11]

참가 물질

5

반응물 2

HCID 31398ChlorosuccinimideHCID 22503634Tert-butyldimethyl(2-(thiophen-2-YL)ethoxy)silane

생성물 1

HCID 57989349Tert-butyl(2-(5-chlorothiophen-2-yl)ethoxy)dimethylsilane

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 6344Dichloromethane용매

실험 절차

N-chlorosuccinimide (0.83 g) was added portionwise to a solution of tert-butyldimethyl(2-(thiophen-2-yl)ethoxy)silane (1.5 g) (example 4 step a) in chloroform (50 mL) and heated to reflux for 3 days. The yellow solution was diluted with DCM (100 mL) and washed with saturated sodium bicarbonate solution (2×100 mL), brine (100 mL), dried over sodium sulphate, filtered and evaporated in vacuo. The residue was purified by silica gel chromatography eluting with iso-hexane. The fractions containing product were combined and evaporated in vacuo to give the subtitled compound as a clear oil. Yield 1 g.

후처리

  1. temperatureheated
  2. temperatureto reflux for 3 days
  3. washwashed with saturated sodium bicarbonate solution (2×100 mL), brine (100 mL)
  4. dry with materialdried over sodium sulphate
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. customThe residue was purified by silica gel chromatography
  8. washeluting with iso-hexane
  9. additionThe fractions containing product
  10. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-e09ca47967504f108d8eab723560ca3f
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629271B2

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