Acetic Acid → 8-Benzyl-1-(3-methyl-phenyl)-1,3,8-triazaspiro[4,5]dec-2-en-4-one

HRID 565599ノート

反応式

HRID 565599 の反応式
[CH2:1]([N:8]1[CH2:16][CH2:15][C:11]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[CH:19]=2)([C:12]([NH2:14])=[O:13])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:25](O)(=O)C.C(OCC)(OCC)OCC.[OH-].[NH4+]>C1(C)C=CC=CC=1.O>[CH2:1]([N:8]1[CH2:16][CH2:15][C:11]2([N:17]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[CH:19]=3)[CH:25]=[N:14][C:12]2=[O:13])[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

7

反応物 4

HCID 176Acetic AcidHCID 14923Ammonium HydroxideHCID 31214Ethyl orthoformateHCID 211931981-Benzyl-4-(3-methylphenylamino)isonipecotamide

生成物 1

HCID 212683698-Benzyl-1-(3-methyl-phenyl)-1,3,8-triazaspiro[4,5]dec-2-en-4-one

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒

実験手順

To a mixture of 1-benzyl-4-(3-methylphenylamino)-isonipecotamide (4.3 g, 13.5 mmol) and glacial acetic acid (1.0 mL) in toluene (20 mL) heated under reflux, triethyl orthoformate (2.0 g, 13.5 mmol) was added over a period of 3 h using a syringe pump. The resultant mixture was refluxed for 38 h., and treated with a mixture of concentrated ammonium hydroxide (1.3 mL) and water (3.4 mL). The organic extract was isolated, washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was subjected to column chromatography on silica gel eluting with 5% methanol in chloroform. Collection and concentration of appropriate fractions provided the title compound.

後処理

  1. temperatureheated
  2. temperatureunder reflux
  3. extractionThe organic extract
  4. customwas isolated
  5. washwashed with brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customCollection and concentration of appropriate fractions

出典と根拠

ORDレコード
ord-ecbf13bea8af42729fc7e6a7265f32be
出典データセット
uspto-grants-2001_01
特許番号
US06172076B2

反応ノート

読み込み中…