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

HRID 1708069
ノート
印刷プレビュー

反応式

HRID 1708069 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 3

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

生成物 1

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

実験手順

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°

後処理

  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°)

出典と根拠

ORDレコード
ord-8c56b564b5034e3d91995f2ceea2aa5b
出典データセット
uspto-grants-1994_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05356893

反応ノート

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