Trifluoroacetic acid → 3,4-Dichloro-α-(trifluoromethyl)benzenemethanamine

HRID 2279481ノート

反応式

HRID 2279481 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([NH:14]CC2C=CC(OC)=C(OC)C=2)[C:10]([F:13])([F:12])[F:11])[CH:5]=[CH:6][C:7]=1[Cl:8].C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([NH2:14])[C:10]([F:11])([F:12])[F:13])[CH:5]=[CH:6][C:7]=1[Cl:8]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 86705490HCID 86705490、化合物

生成物 1

HCID 433445253,4-Dichloro-α-(trifluoromethyl)benzenemethanamine収率 74.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 146 (4.11 g, 10.43 mmol) in DCM (50 mL) was added TFA (2.410 ml, 31.28 mmol) and reaction was stirred for 18 hr at RT. The reaction mixture was concentrated and dissolved in DCM. A solution of HCl (20 mL, 2M Et2O) was added and the solvent was decanted from the solids. The solids were dissolved in 15% MeOH/DCM and saturated NaHCO3 was added. The organic layer was separated and concentrated. The residue was triturated with EtOAc and allowed to stand. The resulting solids were filtered to afford 1.904 g (74.8%) of 1-(3,4-dichlorophenyl)-2,2,2-trifluoroethanamine (148).

後処理

  1. concentrationThe reaction mixture was concentrated
  2. dissolutiondissolved in DCM
  3. additionA solution of HCl (20 mL, 2M Et2O) was added
  4. customthe solvent was decanted from the solids
  5. dissolutionThe solids were dissolved in 15% MeOH/DCM
  6. additionsaturated NaHCO3 was added
  7. customThe organic layer was separated
  8. concentrationconcentrated
  9. customThe residue was triturated with EtOAc
  10. filtrationThe resulting solids were filtered

出典と根拠

ORDレコード
ord-7baad39520124a119f7651288fc7fbe0
出典データセット
uspto-grants-2015_09
特許番号
US09133187B2

反応ノート

読み込み中…