Sulfuric Acid → 6,7-Difluoro-3-methyl-3,4-dihydro-5-oxa-2a-aza-acenaphthylene-1,2-dione

HRID 10339ノート

反応式

HRID 10339 の反応式
S(=O)(=O)(O)[OH:2].[F:6][C:7]1[CH:22]=[CH:21][C:10]2[N:11]([C:16](=[O:20])[CH:17]=NO)[CH:12]([CH3:15])[CH2:13][O:14][C:9]=2[C:8]=1[F:23]>O>[F:23][C:8]1[C:7]([F:6])=[CH:22][C:21]2=[C:10]3[C:9]=1[O:14][CH2:13][CH:12]([CH3:15])[N:11]3[C:16](=[O:20])[C:17]2=[O:2]

参加物

4

反応物 2

HCID 1118Sulfuric AcidHCID 73857481(7,8-Difluoro-3-methyl-2,3-dihydro-1,4-benzoxazin-4-yl)-oxoacetaldehyde oxime

生成物 1

HCID 219793946,7-Difluoro-3-methyl-3,4-dihydro-5-oxa-2a-aza-acenaphthylene-1,2-dione

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
80 °C

実験手順

A solution of 45 mL of 98% sulfuric acid in 18 mL of water is heated to 50° C. to 60° C. and treated portionwise over 30 minutes with 10.5 g (41 mmol) of (7,8-difluoro-3-methyl-2,3-dihydro-1,4-benzoxazin-4-yl)oxoacetaldehyde oxime (Example 29). After the addition is complete, the reaction is heated to 80° C. for 15 minutes and poured onto 200 mL of ice and water. The mixture is stirred until the ice melts and the solid is removed by filtration, washed with water and the wet filter cake is dissolved in dichloromethane. The organic solution is washed with water (2×200 mL), dried (MgSO4), filtered and concentrated in vacuo affording 7.1 g of the title compound, mp 169–171° C.

後処理

  1. additionAfter the addition
  2. customthe solid is removed by filtration
  3. washwashed with water
  4. dissolutionthe wet filter cake is dissolved in dichloromethane
  5. washThe organic solution is washed with water (2×200 mL)
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-053cc80fe9db4fb8b511eee6cdeb80be
出典データセット
uspto-grants-2006_08
特許番号
US07094780B1

反応ノート

読み込み中…