Pyridine → 2-(Trimethylsilyl)ethyl 3-(chlorosulfonyl)benzoate

HRID 926030

반응식

HRID 926030 반응식
[Cl:1][S:2]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8](Cl)=[O:9])(=[O:4])=[O:3].N1C=CC=CC=1.ClCCl.[CH3:23][Si:24]([CH3:29])([CH3:28])[CH2:25][CH2:26][OH:27]>O>[Cl:1][S:2]([C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([O:27][CH2:26][CH2:25][Si:24]([CH3:29])([CH3:28])[CH3:23])=[O:9])(=[O:4])=[O:3]

참가 물질

6

반응물 4

HCID 1049PyridineHCID 6344DichloromethaneHCID 180132-(Trimethylsilyl)ethanolHCID 77671Benzoyl chloride, 3-(chlorosulfonyl)-

생성물 1

HCID 866763342-(Trimethylsilyl)ethyl 3-(chlorosulfonyl)benzoate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a mixture of 23.9 g of 3-(chlorosulfonyl)benzoyl chloride, 7.9 mL of pyridine, and 100 mL of dichloromethane was added dropwise 14 mL of 2-(trimethylsilyl)ethanol under ice-cooling, followed by stirring at room temperature for 2 hours. To the reaction mixture was added water, followed by extraction with chloroform, and the organic layer was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain 29.4 g of 2-(trimethylsilyl)ethyl 3-(chlorosulfonyl)benzoate as a colorless solid.

후처리

  1. temperaturecooling
  2. extractionfollowed by extraction with chloroform
  3. concentrationthe organic layer was concentrated under reduced pressure
  4. customThe obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-fd932769b76a47e3ae3b4ecb47ed0316
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09284295B2

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