Acetic Acid → 1,1-Dimethylethyl 2-[(4-bromo-2-fluorophenyl)(tetrahydro-3-furanyl)methylidene]hydrazinecarboxylate

HRID 2246615ノート

反応式

HRID 2246615 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:10]2[CH2:14][CH2:13][O:12][CH2:11]2)=O)=[C:4]([F:15])[CH:3]=1.[NH:16]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[NH2:17].C(O)(=O)C>CO>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:10]2[CH2:14][CH2:13][O:12][CH2:11]2)=[N:17][NH:16][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[C:4]([F:15])[CH:3]=1

参加物

5

反応物 3

HCID 176Acetic AcidHCID 70091tert-Butyl carbazateHCID 58899605(4-Bromo-2-fluorophenyl)(tetrahydro-3-furanyl)methanone2 回

生成物 1

HCID 724574151,1-Dimethylethyl 2-[(4-bromo-2-fluorophenyl)(tetrahydro-3-furanyl)methylidene]hydrazinecarboxylate収率 91.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of ((4-bromo-2-fluorophenyl)(tetrahydro-3-furanyl)methanone (Intermediate 7, 850 mg) 1,1-dimethylethyl hydrazinecarboxylate (616 mg) and acetic acid (1 mL) in methanol (5 mL) was stirred at reflux under nitrogen for 20 h. The solvent was removed under vacuum and the residue was partitioned between ethyl acetate and water. The organic phase was washed with sodium bicarbonate (1M, 10 mL), dried using a hydrophobic filter tube and concentrated under vacuum to give the title compound as a brown oil (1.1 g).

後処理

  1. temperatureat reflux under nitrogen for 20 h
  2. customThe solvent was removed under vacuum
  3. customthe residue was partitioned between ethyl acetate and water
  4. washThe organic phase was washed with sodium bicarbonate (1M, 10 mL)
  5. customdried
  6. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-da954334a88e4b0dab79fc4a338c2c1d
出典データセット
uspto-grants-2010_03
特許番号
US07687532B2

反応ノート

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