Sodium methanethiolate → 4-Bromo-5-hydroxy-2,3-dihydro-1H-inden-1-one

HRID 471435ノート

反応式

HRID 471435 の反応式
[Br:1][C:2]1[C:10]([O:11]C)=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:13].C[S-].[Na+]>CN(C)C=O>[Br:1][C:2]1[C:10]([OH:11])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:13]

参加物

4

反応物 2

HCID 4378561Sodium methanethiolateHCID 378189874-bromo-5-methoxy-2,3-dihydro-1H-inden-1-one

生成物 1

HCID 688667904-Bromo-5-hydroxy-2,3-dihydro-1H-inden-1-one

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

4-Bromo-5-methoxy-indane-1-one (10 g, 41.48 mmol) and sodium methane-thiolate (12.68 g, 180.94 mmol) are dissolved in 25 mL of N,N-dimethylformamide and the reaction mixture is stirred at 120° C. for 3 h. The reaction mixture is concentrated under vacuum, 40 mL of a 2 M solution of hydrochloric acid is added and the reaction mixture is extracted with 300 mL of ethyl acetate. The organic phase is collected, dried over sodium sulfate and concentrated under vacuum. The crude product obtained (9 g) is used in the next step without any further treatment.

後処理

  1. concentrationThe reaction mixture is concentrated under vacuum, 40 mL of a 2 M solution of hydrochloric acid
  2. additionis added
  3. extractionthe reaction mixture is extracted with 300 mL of ethyl acetate
  4. customThe organic phase is collected
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-ed0a5ff54fe34080a8f4a48370d79a39
出典データセット
uspto-grants-2014_01
特許番号
US08633182B2

反応ノート

読み込み中…