Hydrochloric Acid → 4-(2-Tert-butoxycarbonylaminomethylcyclopropyl)-2,3,5-trifluorobenzoic acid

HRID 981273ノート

反応式

HRID 981273 の反応式
[C:1]([O:5][C:6]([N:8]([CH2:13][CH:14]1[CH2:16][CH:15]1[C:17]1[C:27]([F:28])=[CH:26][C:20]([C:21]([O:23]CC)=[O:22])=[C:19]([F:29])[C:18]=1[F:30])C(OC)=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].O.Cl>C(O)C.C(OCC)(=O)C>[C:1]([O:5][C:6]([NH:8][CH2:13][CH:14]1[CH2:16][CH:15]1[C:17]1[C:27]([F:28])=[CH:26][C:20]([C:21]([OH:23])=[O:22])=[C:19]([F:29])[C:18]=1[F:30])=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 15136265ethyl 4-[2-(N-tert-butoxycarbonyl-N-methoxycarbonylaminomethyl)cyclopropyl]-2,3,5-trifluorobenzoate

生成物 1

HCID 151362664-(2-Tert-butoxycarbonylaminomethylcyclopropyl)-2,3,5-trifluorobenzoic acid収率 98.1%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

In 60 ml of ethanol was dissolved 5.22 g of ethyl 4-[2-(N-tert-butoxycarbonyl-N-methoxycarbonylaminomethyl)cyclopropyl]-2,3,5-trifluorobenzoate. To the resulting solution was added 60 ml of a 1N aqueous sodium hydroxide solution. The resulting mixture was stirred at room temperature for 2 hours. To the reaction mixture was added 60 ml of water and the resulting mixture was adjusted to pH 8 with 6N hydrochloric acid. Then, 150 ml of ethyl acetate was added thereto. The aqueous layer was separated and 100 ml of ethyl acetate was added thereto. The resulting mixture was adjusted to pH 2 with 6N hydrochloric acid. The organic layer was separated, washed with water and a saturated aqueous sodium chloride solution in this order, and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure to obtain 4.10 g (98.1%) of 4-(2-tert-butoxycarbonylaminomethylcyclopropyl)-2,3,5-trifluorobenzoic acid.

後処理

  1. customThe aqueous layer was separated
  2. addition100 ml of ethyl acetate was added
  3. customThe organic layer was separated
  4. washwashed with water
  5. dry with materiala saturated aqueous sodium chloride solution in this order, and dried over anhydrous magnesium sulfate
  6. customThe solvent was removed by distillation under reduced pressure

出典と根拠

ORDレコード
ord-c61ad46d948040cfadcd7653bd7a1cf0
出典データセット
uspto-grants-1991_02
特許番号
US04990508

反応ノート

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