Methanol → Tert-butyl 4-(2,2,2-trifluoroethyl)piperazine-1-carboxylate

HRID 2353118노트

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HRID 2353118 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14](=O)[C:15]([F:18])([F:17])[F:16])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CO.O>C1COCC1>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]([F:17])([F:18])[F:16])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 887MethanolHCID 962WaterHCID 20294522Tert-butyl 4-(2,2,2-trifluoroacetyl)piperazine-1-carboxylate

생성물 1

HCID 16748694Tert-butyl 4-(2,2,2-trifluoroethyl)piperazine-1-carboxylate수율 77.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

To 4-(2,2,2-trifluoro-acetyl)-piperazine-1-carboxylic acid tert-butyl ester (6.06 g) in dry THF (60 mL) was added borane dimethyl sulfide complex (4.5 ml) and the reaction mixture was heated to reflux. After 2 h the reaction mixture was cooled to 0° C. and MeOH was carefully added, followed by water. The organics were extracted into ethyl acetate, dried (MgSO4) and the solvent removed in vacuo to yield 4-(2,2,2-trifluoro-ethyl)-piperazine-1-carboxylic acid tert-butyl ester (4.46 g). Treatment with HCl in DCM/MeOH yielded the desired compound, which was isolated as the hydrochloride salt.

후처리

  1. temperaturethe reaction mixture was heated to reflux
  2. extractionThe organics were extracted into ethyl acetate
  3. dry with materialdried (MgSO4)
  4. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-1d70c346b32d4826abd8062e108b16dc
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07750002B2

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