Trifluoroacetic acid → 1-(4-Iodophenyl)cyclopropanamine

HRID 735022ノート

反応式

HRID 735022 の反応式
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

参加物

6

反応物 3

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

生成物 1

HCID 231302211-(4-Iodophenyl)cyclopropanamine

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9d062bb41e1d459d9318f3d395f08a7a
出典データセット
uspto-grants-2009_09
特許番号
US07592373B2

反応ノート

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