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Acetic Acid → 4'-Methoxy-3'-(trifluoromethyl)acetophenone

HRID 1708069
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HRID 1708069 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]([F:12])([F:11])[F:10].Cl.[C:14](O)(=[O:16])[CH3:15]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:14](=[O:16])[CH3:15])=[CH:5][C:4]=1[C:9]([F:10])([F:11])[F:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 27752511-Methoxy-2-(trifluoromethyl)benzene

생성물 1

HCID 27752904'-Methoxy-3'-(trifluoromethyl)acetophenone

실험 절차

A solution 1-methoxy-2-(trifluoromethyl)benzene (3.52 g) was dissolved in glacial acetic acid (30 ml) and treated with boron trifluoride acetic acid complex (30 ml) and the resulting solution maintained at 55° for 48 hours. The solution was poured into dilute hydrochloric acid (100 ml) and ice (100 g) added and the mixture extracted with chloroform (2×200 ml). The combined organic extracts were washed with sodium bicarbonate solution (3×100 ml), then water (100 ml), dried and evaporated to dryness to give an oily black solid. This was chromatographed on silica (40 g) eluting with ether:light petroleum (bp.60°-80°) (1:4) to give a solid which was crystallised from light petroleum (bp.60°-80°) to give the title compound (0.3 g), m.p.56°-57°

후처리

  1. additiontreated with boron trifluoride acetic acid complex (30 ml)
  2. temperaturethe resulting solution maintained at 55° for 48 hours
  3. additionadded
  4. extractionthe mixture extracted with chloroform (2×200 ml)
  5. washThe combined organic extracts were washed with sodium bicarbonate solution (3×100 ml)
  6. dry with materialwater (100 ml), dried
  7. customevaporated to dryness
  8. customto give an oily black solid
  9. customThis was chromatographed on silica (40 g)
  10. washeluting with ether
  11. customlight petroleum (bp.60°-80°) (1:4) to give a solid which
  12. customwas crystallised from light petroleum (bp.60°-80°)

출처 및 근거

ORD 기록
ord-8c56b564b5034e3d91995f2ceea2aa5b
출처 데이터셋
uspto-grants-1994_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05356893

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