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Potassium tert-butoxide → Ethyl 1-cyclopropyl-6,7,8-trifluoro-5-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylate

HRID 2073817
ノート
印刷プレビュー

反応式

HRID 2073817 の反応式
F[C:2]1[C:3](=[CH:17][C:18]([F:24])(C)[CH:19]([F:22])[C:20]=1[F:21])[C:4]([C:6](=[CH:12][NH:13][CH:14]1[CH2:16][CH2:15]1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5].[CH3:25]C(C)([O-])C.[K+]>C(O)(C)(C)C>[CH:14]1([N:13]2[C:2]3[C:3](=[C:17]([CH3:25])[C:18]([F:24])=[C:19]([F:22])[C:20]=3[F:21])[C:4](=[O:5])[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:12]2)[CH2:16][CH2:15]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

4

反応物 2

HCID 23665647Potassium tert-butoxideHCID 178471858HCID 178471858、化合物

生成物 1

HCID 14651259Ethyl 1-cyclopropyl-6,7,8-trifluoro-5-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylate収率 54.9%

試薬・触媒・溶媒 1

HCID 6386tert-Butanol溶媒2 回

反応条件

温度
60 °C

実験手順

To a mixture of 9.05 g (26.3 mmol) of ethyl 2-(2,3,4,5-tetrafluoro-5-methylbenzoyl)-3-cyclopropylaminoacrylate in 100 ml of dry t-butanol was added a slurry of 3.25 g (29.0 mmol) of potassium t-butoxide in 20 ml of dry t-butanol, and the mixture was stirred at 60° C. for four hours. The suspension was cooled to room temperature and concentrated to a paste which was partitioned between dichloromethane and 1N hydrochloric acid. The organic layer was separated, dried over magnesium sulfate, and concentrated. Recrystallization from ethyl acetate:hexane gave 4.70 g of the title compound, mp 176°-177° C.

後処理

  1. temperatureThe suspension was cooled to room temperature
  2. concentrationconcentrated to a paste which
  3. customwas partitioned between dichloromethane and 1N hydrochloric acid
  4. customThe organic layer was separated
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated
  7. customRecrystallization from ethyl acetate

出典と根拠

ORDレコード
ord-094b99c9031541f1b3a315253c34b6fa
出典データセット
uspto-grants-1990_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04920120

反応ノート

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