N-bromobutanimide → 2-Bromo-3-tetradecylthiophene

HRID 523436노트

반응식

HRID 523436 반응식
[CH2:1]([C:15]1[CH:19]=[CH:18][S:17][CH:16]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].C1C(=O)N([Br:27])C(=O)C1>CN(C=O)C>[Br:27][C:16]1[S:17][CH:18]=[CH:19][C:15]=1[CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

참가 물질

4

반응물 2

HCID 67184N-bromobutanimide2회HCID 149008163-Tetradecylthiophene2회

생성물 1

HCID 672935902-Bromo-3-tetradecylthiophene

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

3-Tetradecylthiophene (5.6 g, 20 mmol) was dissolved in 30 mL of dry DMF. NBS (3.56 g, 20 mmol) was dissolved in 20 mL of DMF. At room temperature, the NBS solution was add to the 3-tetradecylthiophene solution dropwise. The reaction mixture was stirred in dark overnight. The reaction mixture was then poured onto ice, and then extracted with tert-butyl methyl ether (50 mL×3). The organic layer was collected and washed with half-brine (5×100 mL). After the organic layer was dried by MgSO4, the solvent was removed by rotary evaporation. The organic solution thus formed was dried by vacuum pump to give 2-bromo-3-tetradecylthiophene as a colorless oil. The product was used as is in the next step without further purification.

후처리

  1. additionThe reaction mixture was then poured onto ice
  2. extractionextracted with tert-butyl methyl ether (50 mL×3)
  3. customThe organic layer was collected
  4. washwashed with half-brine (5×100 mL)
  5. dry with materialAfter the organic layer was dried by MgSO4
  6. customthe solvent was removed by rotary evaporation
  7. customThe organic solution thus formed
  8. customwas dried by vacuum pump

출처 및 근거

ORD 기록
ord-6e4851906a864d5c9fc4d3957695fee1
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09337358B2

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