Sulfamic Acid → 4-Phenylthiophene-2-carboxylic acid

HRID 1177968ノート

反応式

HRID 1177968 の反応式
[C:1]1([C:7]2[CH:8]=[C:9]([CH:12]=[O:13])[S:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(=O)(=O)([OH:16])N.Cl([O-])=O.[Na+]>CC(C)=O.O.O>[C:1]1([C:7]2[CH:8]=[C:9]([C:12]([OH:16])=[O:13])[S:10][CH:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

6

反応物 3

HCID 5987Sulfamic AcidHCID 50094674-Phenylthiophene-2-carbaldehydeHCID 23668197Sodium Chlorite

生成物 1

HCID 12231844-Phenylthiophene-2-carboxylic acid収率 62.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 18366337Propan-2-one--water (1/1)溶媒

反応条件

温度
0 °C

実験手順

4-phenyl-thiophene-2-carboxaldehyde (150 mg, 0.80 mmol) was dissolved in acetone-water mixture (2:1) (3 mL) and cooled to 0° C. To this reaction mixture was added sulphamic acid (232 mg, 2.38 mmol) and sodium chlorite (288 mg, 3.18 mmol) dissolved in minimum amount of water. The resulting reaction mixture was allowed to stir at room temperature for half an hour. The reaction mixture was then diluted with water and extracted with ethyl acetate. The organic layer was washed with brine solution, dried over sodium sulphate and concentrated to afford 100 mg (62.5% yield) of 4-Phenyl-thiophene-2-carboxylic acid.

後処理

  1. customThe resulting reaction mixture
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with brine solution
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-483b7c4a0e274a36941c47fa0a62c691
出典データセット
uspto-grants-2010_11
特許番号
US07842696B2

反応ノート

読み込み中…