Water → 7-fluoro-2H-chromene

HRID 440683ノート

反応式

HRID 440683 の反応式
[F:1][C:2]1[CH:12]=[CH:11][C:5]2[CH:6](O)[CH2:7][CH2:8][O:9][C:4]=2[CH:3]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:12]=[CH:11][C:5]2[CH:6]=[CH:7][CH2:8][O:9][C:4]=2[CH:3]=1

参加物

5

反応物 3

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 224047977-Fluorochroman-4-ol

生成物 1

HCID 224047387-fluoro-2H-chromene収率 13.3%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A reaction vessel charged with 0.5 gram (0.03 mole) of 3,4-dihydro-7-fluoro-4-hydroxy-2H-1-benzopyran and 0.02 gram (catalyst) of p-toluenesulfonic acid in 50 mL of toluene was fitted with a Soxhlet extractor containing molecular sieves (3-4 angstrom). The stirred contents of the reaction vessel was heated at reflux for 90 minutes, during which time the water by-product was collected on the molecular sieves. The reaction mixture was combined with the reaction mixture of another preparation of this compound and concentrated under reduced pressure to a residue. The residue was subjected to column chromatography on silica gel, with 1:9 ethyl acetate:hexane as the eluant. The product-containing fractions were combined and concentrated under reduced pressure, yielding 0.6 gram of 7-fluoro-2H-1-benzopyran. The NMR spectrum was consistent with the proposed structure. This reaction was repeated several times.

後処理

  1. customwas fitted with a Soxhlet extractor
  2. additioncontaining molecular sieves (3-4 angstrom)
  3. temperatureThe stirred contents of the reaction vessel was heated
  4. customwas collected on the molecular sieves
  5. additionThe reaction mixture was combined with the reaction mixture of another preparation of this compound
  6. concentrationconcentrated under reduced pressure to a residue
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-6d1fadf018ad45ec9fb672dc746cf772
出典データセット
uspto-grants-1996_05
特許番号
US05521147

反応ノート

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