Bis-(1H-imidazol-2-YL)-methanone → 6,7-Difluorobenzo[d]isoxazol-3(2h)-one

HRID 245527ノート

反応式

HRID 245527 の反応式
[F:1][C:2]1[C:3]([OH:13])=[C:4]([CH:9]=[CH:10][C:11]=1[F:12])[C:5]([NH:7]O)=[O:6].C(C1NC=CN=1)(C1NC=CN=1)=O>C1COCC1>[F:12][C:11]1[CH:10]=[CH:9][C:4]2[C:5](=[O:6])[NH:7][O:13][C:3]=2[C:2]=1[F:1]

参加物

4

反応物 2

HCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 866581193,4-difluoro-N,2-dihydroxybenzamide2 回

生成物 1

HCID 569462386,7-Difluorobenzo[d]isoxazol-3(2h)-one収率 96.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 3,4-difluoro-N,2-dihydroxybenzamide (Intermediate 527, 7.91 g, 41.8 mmol) and carbonyl diimidazole (13.6 g, 83.7 mmol) in THF (200 ml) was heated at reflux for 90 min. The mixture was partitioned between EtOAC and water and acidified with conc. HCl. The solution was extracted 3 times with EtOAc, each extract being washed with water and brine. Drying (MgSO4) of the combined extracts and removal of solvent gave 6.88 g of product as an off-white solid.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 90 min
  3. customThe mixture was partitioned between EtOAC and water
  4. extractionThe solution was extracted 3 times with EtOAc
  5. washeach extract being washed with water and brine
  6. customDrying
  7. custom(MgSO4) of the combined extracts and removal of solvent

出典と根拠

ORDレコード
ord-aaf2e4ebf62843d494d4dce2cd486492
出典データセット
uspto-grants-2014_02
特許番号
US08658641B2

反応ノート

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