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

HRID 2279481노트

반응식

HRID 2279481 반응식
[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]

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 86705490HCID 86705490, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-7baad39520124a119f7651288fc7fbe0
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09133187B2

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