4-Toluenesulfonyl chloride → HCID 18920422, 화합물

HRID 1291600노트

반응식

HRID 1291600 반응식
[OH:1][CH2:2][CH2:3][C:4]#[C:5][C:6]1[S:10][C:9]([C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)=[CH:8][CH:7]=1.[CH3:16][C:17]1[CH:22]=[CH:21][C:20]([S:23]([Cl:26])(=[O:25])=[O:24])=[CH:19][CH:18]=1>N1C=CC=CC=1>[S:23]([O:1][CH2:2][CH2:3][C:4]#[C:5][C:6]1[S:10][C:9]([C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)=[CH:8][CH:7]=1)([C:20]1[CH:21]=[CH:22][C:17]([CH3:16])=[CH:18][CH:19]=1)(=[O:25])=[O:24].[Cl:26][CH2:2][CH2:3][C:4]#[C:5][C:6]1[S:10][C:9]([C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)=[CH:8][CH:7]=1

참가 물질

5

반응물 2

HCID 73974-Toluenesulfonyl chlorideHCID 4403575-(4-Hydroxybut-1-ynyl)-2,2'-bithiophene

생성물 2

HCID 18920422HCID 18920422, 화합물HCID 18920450HCID 18920450, 화합물

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

8.48 g of 5-(4-hydroxy-1-butynyl)-2,2'-bithiophene was dissolved in 100 ml of pyridine. 16 g of p-tosyl chloride was added in under nitrogen gas atmosphere. After stirred overnight, the pyridine was evaporated under reduced pressure. The reside was extracted with ethyl acetate (100 ml) twice, filtered, washed with water (100 ml) twice, HCl solution twice (5%, 100 ml) and water (100 ml) twice again. The organic layer dried over anhydrous magnesium sulfate was filtered and the solvent thereof was evaporated. The residual solid was further purified by rapid silica gel column chromatography. From the eluate of ethyl acetate/n-hexane (1/6). 6.25 g of 5-(4-tosyloxy-1-butynyl)-2,2'-bithiophene and 1.48 g of 5-(4-chloro-1-butynyl)-2,2'-bithiophene were respectively obtained and the yield thereof was 44% and 16%.

후처리

  1. customthe pyridine was evaporated under reduced pressure
  2. extractionThe reside was extracted with ethyl acetate (100 ml) twice
  3. filtrationfiltered
  4. washwashed with water (100 ml) twice
  5. dry with materialThe organic layer dried over anhydrous magnesium sulfate
  6. filtrationwas filtered
  7. customthe solvent thereof was evaporated
  8. customThe residual solid was further purified by rapid silica gel column chromatography

출처 및 근거

ORD 기록
ord-13c7fcd653e44752a34d69cd7d7042b5
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05753692

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