Acetic Acid → 7-(4-Chlorophenyl)-8-isopropyl-2-methyl-chromeno[7,8-d]oxazol-6-one

HRID 14509ノート

反応式

HRID 14509 の反応式
[C:1](O)(=[O:3])[CH3:2].[N:5]([C:8]1[CH:17]=[C:16]2[C:11]([C:12](=[O:28])[C:13]([C:21]3[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=3)=[C:14]([CH:18]([CH3:20])[CH3:19])[O:15]2)=[CH:10][CH:9]=1)=[N+]=[N-]>O>[Cl:27][C:24]1[CH:25]=[CH:26][C:21]([C:13]2[C:12](=[O:28])[C:11]3[CH:10]=[CH:9][C:8]4[N:5]=[C:1]([CH3:2])[O:3][C:17]=4[C:16]=3[O:15][C:14]=2[CH:18]([CH3:20])[CH3:19])=[CH:22][CH:23]=1

参加物

4

反応物 2

HCID 176Acetic AcidHCID 86625618HCID 86625618、化合物

生成物 1

HCID 687030987-(4-Chlorophenyl)-8-isopropyl-2-methyl-chromeno[7,8-d]oxazol-6-one

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

Acetic acid (20 ml) is added to polyphosphoric acid (˜25 g) heated to 80° C. The viscous solution is stirred vigorously for 5 min. 7-azido-3-(4-chlorophenyl)-2-isopropyl-chromen-4-one (1.0 g, 2.95 mmol) is added portionwise over a period of 10 min. The reaction mixture is heated at 120° C. for 3 h, cooled to room temperature and poured into water (200 ml), and the product is extracted with CH2Cl2. The organic phase is washed with water and brine, dried (MgSO4) and filtered. Methanol (30 ml) is added, followed by partial evaporation in vacuo to give a precipitate, which is isolated by filtration.

後処理

  1. temperatureThe reaction mixture is heated at 120° C. for 3 h
  2. temperaturecooled to room temperature
  3. extractionthe product is extracted with CH2Cl2
  4. washThe organic phase is washed with water and brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. additionMethanol (30 ml) is added
  8. customfollowed by partial evaporation in vacuo
  9. customto give a precipitate
  10. customwhich is isolated by filtration

出典と根拠

ORDレコード
ord-8cb61e14a7b34ae9b321caf5a86fffd5
出典データセット
uspto-grants-2010_06
特許番号
US07732435B2

反応ノート

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