Water → 2-Bromo-3-Dodecylthiophene

HRID 1257975

반응식

HRID 1257975 반응식
[CH2:1]([C:13]1[CH:17]=[CH:16][S:15][CH:14]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].C1C(=O)N([Br:25])C(=O)C1.O>C(Cl)(Cl)Cl.CC(O)=O>[Br:25][C:14]1[S:15][CH:16]=[CH:17][C:13]=1[CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

참가 물질

5

반응물 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 27336553-Dodecylthiophene

생성물 1

HCID 104268162-Bromo-3-Dodecylthiophene수율 93%

시약·촉매·용매 1

HCID 21584526Acetic acid chloroform용매

반응 조건

온도
0 °C

실험 절차

To a solution of 3-dodecylthiophene (5.00 g, 19.8 mmol) in CHCl3/HOAc (1:1) (Vt=20.0 mL) at 0° C. was added NBS (3.52 g, 19.8 mmol) in portions over a period of 45 minutes. The reaction mixture was stirred for 1 hour at 0° C., and overnight at room temperature. The reaction mixture was poured into water (50.0 mL) and extracted with chloroform (3×50.0 mL). The combined organic phases were washed with water (50.0 mL), NaOH solution, and dried over MgSO4. After filtration through Celite, the chloroform was removed in vacuo, and the product was obtained as a colorless oil (6.05 g, 93% yield). 1H NMR (CDCl3): δ 0.84-1.54 (m, 23H), 2.53 (t, 2H), 6.76 (d, 1H, J=4.5 Hz), 7.15 (d, 1H, J=4.5 Hz).

후처리

  1. customovernight
  2. customat room temperature
  3. extractionextracted with chloroform (3×50.0 mL)
  4. washThe combined organic phases were washed with water (50.0 mL), NaOH solution
  5. dry with materialdried over MgSO4
  6. filtrationAfter filtration through Celite
  7. customthe chloroform was removed in vacuo

출처 및 근거

ORD 기록
ord-6d3c89aacc1f4779a4442cca3a441343
출처 데이터셋
uspto-grants-2013_06
특허 번호
USRE044304E1

연결된 노트

불러오는 중…