4-Toluenesulfonyl chloride → (3-Chloroprop-1-yn-1-yl)benzene

HRID 1451575

반응식

HRID 1451575 반응식
[C:1]1([C:7]#[C:8][CH2:9]O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S([Cl:21])(C1C=CC(C)=CC=1)(=O)=O>N1C=CC=CC=1>[C:1]1([C:7]#[C:8][CH2:9][Cl:21])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

4

반응물 2

HCID 73974-Toluenesulfonyl chlorideHCID 1231153-Phenyl-2-propyn-1-ol

생성물 1

HCID 287343(3-Chloroprop-1-yn-1-yl)benzene수율 63%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

1-Phenyl-1-propyn-3-ol (5 g), 5.1 g of tosyl chloride and 20 ml of pyridine were stirred at room temperature for 1 hour. The reaction mixture was poured into 100 ml of ice water and extracted with ethyl acetate. The oil layer was washed with 1N hydrochloric acid and saturated brine and dried over anhydrous sodium sulfate. The solvent was distilled away. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:5) to give 2.54 g of 3-phenyl-2-propynyl chloride as a pale yellow, oily substance.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe oil layer was washed with 1N hydrochloric acid and saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationThe solvent was distilled away
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:5)

출처 및 근거

ORD 기록
ord-2be5ba4d22d94bdcac2a7ca824c05221
출처 데이터셋
uspto-grants-1997_02
특허 번호
US05604229

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