(4-Methoxyphenyl)-2-thienylmethanone → 4-(Thiophene-2-carbonyl)phenol

HRID 1857126ノート

反応式

HRID 1857126 の反応式
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([C:8]1[CH:13]=[CH:12][C:11]([O:14]C)=[CH:10][CH:9]=1)=[O:7].C[S-].[Na+]>CN(C)C=O>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1)=[O:7]

参加物

4

反応物 2

HCID 77812(4-Methoxyphenyl)-2-thienylmethanoneHCID 4378561Sodium methanethiolate

生成物 1

HCID 130205054-(Thiophene-2-carbonyl)phenol収率 93.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

4-Methoxyphenyl 2-thienyl ketone (804 mg) obtained in Example 38 was dissolved in N,N-dimethylformamide (30 ml), sodium thiomethoxide (645 mg) was added, and the admixture was refluxed under argon for 5 hours. The reaction mixture was partitioned in the same manner as described in Example 33. The ethyl acetate layer was dried with anhydrous magnesium sulfate, the solvent was removed by reduced-pressure distillation, and the resulting residue was purified by column chromatography on silica gel eluting with chloroform to obtain 702 mg of the title compound (yield: 93%).

後処理

  1. temperaturethe admixture was refluxed under argon for 5 hours
  2. customThe reaction mixture was partitioned in the same manner
  3. dry with materialThe ethyl acetate layer was dried with anhydrous magnesium sulfate
  4. customthe solvent was removed by reduced-pressure distillation
  5. customthe resulting residue was purified by column chromatography on silica gel eluting with chloroform

出典と根拠

ORDレコード
ord-27bc688160e54f4ab4619273933be1a4
出典データセット
uspto-grants-2000_11
特許番号
US06143764

反応ノート

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