Hydrogen Peroxide → Modafinil acid

HRID 230768

反応式

HRID 230768 の反応式
[CH:1](CC(O)=S)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[OH:19].O[S:21]([OH:24])(=O)=O.OO.[CH:27]([OH:30])([CH3:29])C>O>[CH:1]([S:21]([CH2:29][C:27]([OH:30])=[O:19])=[O:24])([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

参加物

7

反応物 5

HCID 784Hydrogen PeroxideHCID 887MethanolHCID 1118Sulfuric AcidHCID 3776IsopropanolHCID 178526172HCID 178526172、化合物

生成物 1

HCID 3085267Modafinil acid

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A 50 L three-necked round bottom flask equipped with a mechanical stirrer, a 2 L dropping funnel, a nitrogen inlet and an internal temperature probe was charged with benzhydrylthioacetic acid (3.5 kg, 13.54 mol), methanol (14 L) and H2SO4 (72 g) solution in isopropyl alcohol (6.5 L). To this mixture was added 30% H2O2 solution in water (3.75 L) drop wise over 80 minutes maintaining the temperature below 30 degrees C. Reaction mixture was further stirred for 7 hours, which resulted in formation of a crystalline solid. The reaction was monitored using TLC and HPLC. The resulting solid was filtered and washed with water (4.0 L) to give benzhydrylsulfinylacetic acid (2.5 kg) as a colorless solid. The peroxide was quenched with a NaHSO3 solution.

後処理

  1. customA 50 L three-necked round bottom flask equipped with a mechanical stirrer
  2. temperaturemaintaining the temperature below 30 degrees C
  3. customReaction mixture
  4. customwhich resulted in formation of a crystalline solid
  5. filtrationThe resulting solid was filtered
  6. washwashed with water (4.0 L)

出典と根拠

ORDレコード
ord-314723f038fd407cace8ab487be6e5e8
出典データセット
uspto-grants-2009_07
特許番号
US07566805B2

関連ノート

読み込み中…