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

HRID 471303ノート

反応式

HRID 471303 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e09ca47967504f108d8eab723560ca3f
出典データセット
uspto-grants-2014_01
特許番号
US08629271B2

反応ノート

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