Methyl 2-((tert-butoxycarbonyl)amino)-5-(trifluoromethyl)benzoate → Methyl 2-amino-5-(trifluoromethyl)benzoate

HRID 1279613ノート

反応式

HRID 1279613 の反応式
C(OC([NH:8][C:9]1[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][C:10]=1[C:11]([O:13][CH3:14])=[O:12])=O)(C)(C)C>C(Cl)Cl.FC(F)(F)C(O)=O>[NH2:8][C:9]1[CH:18]=[CH:17][C:16]([C:19]([F:20])([F:21])[F:22])=[CH:15][C:10]=1[C:11]([O:13][CH3:14])=[O:12]

参加物

4

反応物 1

HCID 22672049Methyl 2-((tert-butoxycarbonyl)amino)-5-(trifluoromethyl)benzoate

生成物 1

HCID 14233808Methyl 2-amino-5-(trifluoromethyl)benzoate収率 90.1%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 6422Trifluoroacetic acid溶媒

実験手順

To a solution of methyl 2-t-butoxycarbonylamino-5-trifluoromethylbenzoate (3.80 g; prepared in Reference Example 27.) in methylene chloride (30 ml), trifluoroacetic acid (6 ml) was added. The mixture was stirred for 8 hours at room temperature. The solvent was distilled off azeotropically with toluene three times. To the reaction mixture, an aqueous sodium hydrogencarbonate solution was added to neutralize. The mixture was extracted with ethyl acetate, washed, dried, filtered and concentrated under the reduced pressure. The residue was purified on silica gel column chromatography (hexane:AcOEt 5:1) to give the title compound (2.35 g) having the following physical data.

後処理

  1. distillationThe solvent was distilled off azeotropically with toluene three times
  2. additionTo the reaction mixture, an aqueous sodium hydrogencarbonate solution was added
  3. extractionThe mixture was extracted with ethyl acetate
  4. washwashed
  5. customdried
  6. filtrationfiltered
  7. concentrationconcentrated under the reduced pressure
  8. customThe residue was purified on silica gel column chromatography (hexane:AcOEt 5:1)

出典と根拠

ORDレコード
ord-a2bd2d08473844abbff0505ca8e6035d
出典データセット
uspto-grants-2002_09
特許番号
US06448290B1

反応ノート

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