Lithium Hydroxide → (4-Methoxymethylsulfanyl-phenyl)-acetic acid

HRID 966799ノート

反応式

HRID 966799 の反応式
C[O:2][C:3](=[O:15])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([S:11][CH2:12][O:13][CH3:14])=[CH:7][CH:6]=1.O1CCCC1.[OH-].[Li+]>CO.O>[CH3:14][O:13][CH2:12][S:11][C:8]1[CH:9]=[CH:10][C:5]([CH2:4][C:3]([OH:15])=[O:2])=[CH:6][CH:7]=1

参加物

6

反応物 3

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 67483162(4-Methoxymethylsulfanyl-phenyl)-acetic acid methyl ester

生成物 1

HCID 21094076(4-Methoxymethylsulfanyl-phenyl)-acetic acid収率 100%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
25 °C

実験手順

A solution of (4-methoxymethylsulfanyl-phenyl)-acetic acid methyl ester (441 mg, 1.90 mmol) in methanol (1 mL), water (0.5 mL), and tetrahydrofuran (0.5 mL) was treated with lithium hydroxide (51 mg, 2.1 mmol). The reaction mixture was stirred at 25° C. for 20 h. At this time, the reaction was concentrated in vacuo. The residue was re-dissolved in water and extracted with ethyl acetate. The aqueous layer was then acidified to pH=1 with a 1N aqueous hydrochloric acid solution. This solution was extracted with ethyl acetate. The combined organic extracts were dried over sodium sulfate, filtered, and concentrated in vacuo to afford (4-methoxymethylsulfanyl-phenyl)-acetic acid (402 mg, 100%) as a clear oil which was used without further purification.

後処理

  1. concentrationAt this time, the reaction was concentrated in vacuo
  2. dissolutionThe residue was re-dissolved in water
  3. extractionextracted with ethyl acetate
  4. extractionThis solution was extracted with ethyl acetate
  5. dry with materialThe combined organic extracts were dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-d2c24976b8f4429595bb1a0ad37a30a4
出典データセット
uspto-grants-2005_10
特許番号
US06951945B2

反応ノート

読み込み中…