Sodium Hydroxide → HCID 58476143、化合物

HRID 2045672ノート

反応式

HRID 2045672 の反応式
[CH3:1][N:2]([CH3:28])[S:3]([C:6]1[CH:7]=[C:8]([CH:12]2[C:21]([CH3:23])([CH3:22])[CH2:20][C:19]3[C:14](=[CH:15][CH:16]=[C:17]([C:24]([O:26]C)=[O:25])[CH:18]=3)[NH:13]2)[CH:9]=[CH:10][CH:11]=1)(=[O:5])=[O:4].[OH-].[Na+]>CO.O1CCCC1>[CH3:28][N:2]([CH3:1])[S:3]([C:6]1[CH:7]=[C:8]([CH:12]2[C:21]([CH3:23])([CH3:22])[CH2:20][C:19]3[C:14](=[CH:15][CH:16]=[C:17]([C:24]([OH:26])=[O:25])[CH:18]=3)[NH:13]2)[CH:9]=[CH:10][CH:11]=1)(=[O:5])=[O:4]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 67440754HCID 67440754、化合物

生成物 1

HCID 58476143HCID 58476143、化合物収率 20.2%

試薬・触媒・溶媒 1

HCID 21899815MeOH tetrahydrofuran溶媒

実験手順

To a stirred solution of methyl 2-(3-(N,N-dimethylsulfamoyl)phenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylate (149 mg, 0.37 mmol) in methanol/tetrahydrofuran (5 mL/5 mL) was added 1N sodium hydroxide (5.6 mL). The resultant mixture was heated to reflux for 2.5 h. Organic solvent was removed and the residue was dissolved in water. The aqueous layer was acidified to pH=4. The precipitates were filtered, and dissolved in tetrahydrofuran, dried over anhydrous magnesium sulfate. Anhydrous magnesium sulfate was removed, and after evaporation, the residue was treated with ethyl acetate to afford 29 mg of 2-(3-(N,N-dimethylsulfamoyl)phenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylic acid. (Yield: 20%). MS (ESI+APCI) M+1=389.1.

後処理

  1. temperatureto reflux for 2.5 h
  2. customOrganic solvent was removed
  3. dissolutionthe residue was dissolved in water
  4. filtrationThe precipitates were filtered
  5. dissolutiondissolved in tetrahydrofuran
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customAnhydrous magnesium sulfate was removed
  8. customafter evaporation
  9. additionthe residue was treated with ethyl acetate

出典と根拠

ORDレコード
ord-f33f265b59c749dfafa35af289f6ee61
出典データセット
uspto-grants-2013_11
特許番号
US08586747B2

反応ノート

読み込み中…