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Ethyl 2-(5-fluoro-2-nitrophenoxy)acetate → 7-fluoro-3,4-dihydro-2H-1,4-benzoxazin-3-one

HRID 235585
ノート
印刷プレビュー

反応式

HRID 235585 の反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:15]([O-])=O)=[C:6]([CH:14]=1)[O:7][CH2:8][C:9](OCC)=[O:10]>C(O)(=O)C.C(OCC)(=O)C.[Fe]>[F:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:15][C:9](=[O:10])[CH2:8][O:7][C:6]=2[CH:14]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 1

HCID 13752803Ethyl 2-(5-fluoro-2-nitrophenoxy)acetate

生成物 1

HCID 137312957-fluoro-3,4-dihydro-2H-1,4-benzoxazin-3-one収率 62.6%

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 176Acetic Acid溶媒2 回HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C
このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート

実験手順

Iron powder (36.42 g) was suspended in 5% aqueous acetic acid (69 ml) and heated to 80° C. To the suspension, a solution of ethyl 5-fluoro-2-nitrophenoxyacetate (15.86 g) in acetic acid (65 ml) and ethyl acetate (65 ml) was dropwise added, and the resultant mixture was heated at 60° to 80° C. under reflux for 3 hours. After removal of residue by filtration, the filtrate was extracted with ethyl acetate. The extract was washed with water and sodium bicarbonate solution, dried and concentrated to give 7-fluoro-2H-1,4-benzoxazin-3(4H)-one (6.82 g). m.p., 186.7° C.

後処理

  1. temperatureunder reflux for 3 hours
  2. customAfter removal of residue
  3. filtrationby filtration
  4. extractionthe filtrate was extracted with ethyl acetate
  5. washThe extract was washed with water and sodium bicarbonate solution
  6. customdried
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-eff36f6230224334b85478f2010ece7d
出典データセット
uspto-grants-1987_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04640707

反応ノート

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