Trifluoroacetic acid → 1-(4-Iodophenyl)cyclopropanamine

HRID 735022노트

반응식

HRID 735022 반응식
FC(F)(F)C(O)=O.[I:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2([NH:18]C(=O)OC(C)(C)C)[CH2:17][CH2:16]2)=[CH:11][CH:10]=1.C(=O)([O-])[O-].[K+].[K+]>ClCCl.O>[I:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2([NH2:18])[CH2:16][CH2:17]2)=[CH:13][CH:14]=1

참가 물질

6

반응물 3

HCID 6422Trifluoroacetic acidHCID 11430Potassium CarbonateHCID 59019959tert-Butyl (1-(4-iodophenyl)cyclopropyl)carbamate

생성물 1

HCID 231302211-(4-Iodophenyl)cyclopropanamine

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

3 mL (38.76 mmol) of trifluoroacetic acid are added to a solution of 1 g (2.78 mmol) of tert-butyl [1-(4-iodophenyl)cyclopropyl]carbamate in 40 mL dichloromethane and stirred for 24 h. Then the solvent is eliminated by rotary evaporation and the residue is combined with toluene and then again eliminated by rotary evaporation. This residue is then added to a solution of 0.39 g (2.8 mmol) of potassium carbonate in 20 mL of water and stirred for 30 minutes at RT. The aqueous phase is extracted with dichloromethane, the organic phase is dried with sodium sulfate and the solvent is eliminated by rotary evaporation. Yield: 0.7 g (97% of theory); C9H10IN (M=259.09); calc.: molecular ion peak (M+H)+: 260; found: molecular ion peak (M+H)+: 260.

후처리

  1. customThen the solvent is eliminated by rotary evaporation
  2. customagain eliminated by rotary evaporation
  3. stirringstirred for 30 minutes at RT
  4. extractionThe aqueous phase is extracted with dichloromethane
  5. dry with materialthe organic phase is dried with sodium sulfate
  6. customthe solvent is eliminated by rotary evaporation

출처 및 근거

ORD 기록
ord-9d062bb41e1d459d9318f3d395f08a7a
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07592373B2

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