Acetic Acid → (3,4,5-Trifluoro-2-hydroxyphenyl)acetic acid

HRID 71217ノート

反応式

HRID 71217 の反応式
[F:1][C:2]1[C:3]([OH:13])=[C:4](C(=O)C)[CH:5]=[C:6]([F:9])[C:7]=1[F:8].N1CCOCC1.[S].Cl.[C:22]([OH:25])(=[O:24])[CH3:23]>O.C1(C)C=CC(S(O)(=O)=O)=CC=1>[F:1][C:2]1[C:3]([OH:13])=[C:4]([CH2:23][C:22]([OH:25])=[O:24])[CH:5]=[C:6]([F:9])[C:7]=1[F:8]

参加物

7

反応物 5

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 8083MorpholineHCID 5362487SulfurHCID 833972091-(3,4,5-Trifluoro-2-hydroxyphenyl)ethanone

生成物 1

HCID 84673812(3,4,5-Trifluoro-2-hydroxyphenyl)acetic acid

試薬・触媒・溶媒 1

HCID 521998p-Toluenesulfonic acid monohydrate触媒

反応条件

温度
120 °C

実験手順

A mixture of 1-(3,4,5-trifluoro-2-hydroxyphenyl)ethanone (7.5 g), p-toluenesulfonic acid monohydrate (0.375 g), morpholine (10 mL) and sulfur (2.0 g) was stirred at 120° C. for 5 hr, and allowed to cool to room temperature, and hydrochloric acid (20 mL) and acetic acid (20 mL) were added to the reaction mixture. The reaction mixture was stirred at 100° C. for 3 hr, allowed to cool to room temperature, and extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (6.0 g).

後処理

  1. temperatureto cool to room temperature
  2. stirringThe reaction mixture was stirred at 100° C. for 3 hr
  3. temperatureto cool to room temperature
  4. extractionextracted with ethyl acetate
  5. washThe extract was washed with saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-fcd1fc34450442c0826d4632225c6ab5
出典データセット
uspto-grants-2014_09
特許番号
US08822699B2

反応ノート

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