3-Methyl-3-phenylbutanal → HCID 66913545、化合物

HRID 2104598ノート

反応式

HRID 2104598 の反応式
[CH3:1][C:2]([CH3:12])([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:3][CH:4]=O.[NH2:13][C:14]1[C:19]([C:20]([F:23])([F:22])[F:21])=[CH:18][CH:17]=[CH:16][C:15]=1[C:24]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=O.C(=O)(O)[O-].[Na+]>CC(O)=O>[CH3:12][C:2]([C:3]1[CH:4]=[N:13][C:14]2[C:15]([C:24]=1[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[CH:16][CH:17]=[CH:18][C:19]=2[C:20]([F:23])([F:22])[F:21])([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH3:1]

参加物

5

反応物 3

HCID 2324593-Methyl-3-phenylbutanalHCID 516892Sodium BicarbonateHCID 21555860HCID 21555860、化合物

生成物 1

HCID 66913545HCID 66913545、化合物収率 33.9%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

反応条件

温度
200 °C

実験手順

3,3-Dimethyl-3-phenylpropionaldehyde (0.272 g, 1.67 mmol) and [2-amino-3-(trifluoromethyl)phenyl](phenyl)methanone (0.138 g, 0.52 mmol) are dissolved in AcOH (3 mL) and treated with 1:20H2SO4/AcOH solution (0.10 mL). The mixture is heated in a microwave at 175° C. for 15 min and a further 5 min at 200° C. The reaction is carefully poured into saturated aq sodium bicarbonate and extracted with ethyl acetate. The extracts are washed with saturated aq sodium bicarbonate and dried (MgSO4). The product is chromatographed eluting with 5:95 ethyl acetate:hexane. The partially purified is further purified using Prep HPLC with a gradient of 10-100% acetonitrile/water to afford the title compound (0.069 g). HRMS: calcd for C25H20F3N+H, 392.16261; found (ESI, [M+H]+), 392.1637.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe extracts are washed with saturated aq sodium bicarbonate
  3. dry with materialdried (MgSO4)
  4. customThe product is chromatographed
  5. washeluting with 5:95 ethyl acetate
  6. customThe partially purified
  7. customis further purified

出典と根拠

ORDレコード
ord-dd24f2da829a4b6ab0b0b2e6f5b5e74b
出典データセット
uspto-grants-2009_08
特許番号
US07576215B2

反応ノート

読み込み中…