Hydrochloric Acid → 2-Hexanoylthiophene

HRID 439587

반응식

HRID 439587 반응식
[S:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1.[C:6](Cl)(=[O:12])[CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].Cl>O>[C:6]([C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)(=[O:12])[CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

참가 물질

5

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온도
0 °C

실험 절차

Thiophene (0.9 g, 10.7 mmol) and hexanoyl chloride (1.52 g, 11.3 mmol), both of which were obtained from Aldrich and used without further purification, were dissolved in benzene (20 mL) and cooled to 0° C. under argon. Stannic Chloride (10.7 mL, 10.7 mmol, 1 M solution in dichloromethane) was added dropwise and the resulting solution was stirred overnight. (Upon addition of the Stannic Chloride, the color changed from colorless to red.) After stirring overnight, 20 mL of a 50:50 mixture of concentrated hydrochloric acid and water was added. The resulting mixture was stirred for two hours whereupon the color became golden yellow. The organic layer was separated, washed with sodium bicarbonate solution, dried (Na2SO4) and concentrated to yield 2-hexanoylthiophene 2 (1.83 g, 94% yield). The compound was further purified by column chromatography using hexane/dichloromethane as the elutant.

후처리

  1. customused without further purification
  2. dissolutionwere dissolved in benzene (20 mL)
  3. stirring) After stirring overnight
  4. additionwas added
  5. stirringThe resulting mixture was stirred for two hours whereupon the color
  6. customThe organic layer was separated
  7. washwashed with sodium bicarbonate solution
  8. dry with materialdried (Na2SO4)
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a995b2f4b4194f879b4b12f23cc43aaa
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05514799

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