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

HRID 577987ノート

反応式

HRID 577987 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-f52759cfd5ac4b39a858b64cb30bdab5
出典データセット
uspto-grants-2015_05
特許番号
US09040528B2

反応ノート

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