Acetic Acid → 1-[(1R,2S)-2-Fluorocyclopropyl]-6,7,8-trifluoro-5-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid

HRID 1939268ノート

反応式

HRID 1939268 の反応式
[F:1][C@H:2]1[CH2:4][C@H:3]1[N:5]1[C:14]2[C:9](=[C:10]([CH3:18])[C:11]([F:17])=[C:12]([F:16])[C:13]=2[F:15])[C:8](=[O:19])[C:7]([C:20]([O:22]CC)=[O:21])=[CH:6]1.Cl.C(O)(=O)C>O>[F:1][C@H:2]1[CH2:4][C@H:3]1[N:5]1[C:14]2[C:9](=[C:10]([CH3:18])[C:11]([F:17])=[C:12]([F:16])[C:13]=2[F:15])[C:8](=[O:19])[C:7]([C:20]([OH:22])=[O:21])=[CH:6]1

参加物

5

反応物 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 70250897Ethyl 1-[(1R,2S)-2-Fluorocyclopropyl]-6,7,8-trifluoro-5-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate

生成物 1

HCID 228799641-[(1R,2S)-2-Fluorocyclopropyl]-6,7,8-trifluoro-5-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid収率 104.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 1.00 g of ethyl 1-[-(1R,2S)-2-fluorocyclopropyl]-6,7,8-trifluoro-5-methyl-4-oxo-1,4-dihydroquinoline-3-carboxylate, 10 ml of concentrated hydrochloric acid, and 20 ml of acetic acid was heated under reflux for 1 hour and, after allowing to cool, water was added thereto. The precipitated crystals were collected by filtration, washed with water and ethanol, and dried to yield 960 mg of the titled compound as a pale yellow powderous crystal, which was then recrystallized from a mixed solvent of ethanol and chloroform.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 1 hour
  3. temperatureto cool
  4. filtrationThe precipitated crystals were collected by filtration
  5. washwashed with water and ethanol
  6. customdried

出典と根拠

ORDレコード
ord-d8d0b97759ca4560a5e41968db5fa48c
出典データセット
uspto-grants-1997_12
特許番号
US05696132

反応ノート

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