N-bromobutanimide → 3-Bromo-7-(4-methylbenzyl)-1-benzothiophene

HRID 909814노트

반응식

HRID 909814 반응식
[CH3:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][C:7]2[C:15]3[S:14][CH:13]=[CH:12][C:11]=3[CH:10]=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.[Br:18]N1C(=O)CCC1=O>C(#N)C>[Br:18][C:12]1[C:11]2[CH:10]=[CH:9][CH:8]=[C:7]([CH2:6][C:5]3[CH:4]=[CH:3][C:2]([CH3:1])=[CH:17][CH:16]=3)[C:15]=2[S:14][CH:13]=1

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 670691007-(4-Methylbenzyl)benzo[b]thiophene

생성물 1

HCID 670690913-Bromo-7-(4-methylbenzyl)-1-benzothiophene수율 56%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

An acetonitrile (30 mL) solution of 7-(4-methylbenzyl)-1-benzothiophene (1.24 g, 5.20 mmol) was added with N-bromosuccinimide (1.01 g, 5.72 mmol) and stirred at room temperature for two hours. The solvent was evaporated under reduced pressure and diluted with ethyl acetate. After washed with 20 wt % sodium thiosulfate aqueous solution and brine, the organic phase was dried with anhydrous magnesium sulfate. After the desiccant was filtered off, the residue obtained by evaporating the solvent under reduced pressure was purified by silica gel column chromatography (hexane:ethyl acetate=100:1-50:1) to obtain a colorless powdered title compound (0.92 g, 56%).

후처리

  1. customThe solvent was evaporated under reduced pressure
  2. additiondiluted with ethyl acetate
  3. washAfter washed with 20 wt % sodium thiosulfate aqueous solution and brine
  4. dry with materialthe organic phase was dried with anhydrous magnesium sulfate
  5. filtrationAfter the desiccant was filtered off
  6. customthe residue obtained
  7. customby evaporating the solvent under reduced pressure
  8. customwas purified by silica gel column chromatography (hexane:ethyl acetate=100:1-50:1)

출처 및 근거

ORD 기록
ord-c843dfb426f6449ca4d7e941f4cfb55c
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08017792B2

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