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Trifluoroacetic acid → Morpholin-3-ylmethyl 4-(4-fluorophenyl)piperazine-1-carboxylate

HRID 2262501
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HRID 2262501 반응식
C(OC([N:8]1[CH2:13][CH2:12][O:11][CH2:10][CH:9]1[CH2:14][O:15][C:16]([N:18]1[CH2:23][CH2:22][N:21]([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)[CH2:20][CH2:19]1)=[O:17])=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[F:30][C:27]1[CH:28]=[CH:29][C:24]([N:21]2[CH2:20][CH2:19][N:18]([C:16]([O:15][CH2:14][CH:9]3[CH2:10][O:11][CH2:12][CH2:13][NH:8]3)=[O:17])[CH2:23][CH2:22]2)=[CH:25][CH:26]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 669345503-[4-(4-Fluorophenyl)-piperazine-1-carbonyloxymethyl]-morpholine-4-carboxylic acid tert-butyl ester

생성물 1

HCID 42634358Morpholin-3-ylmethyl 4-(4-fluorophenyl)piperazine-1-carboxylate수율 96%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

3-[4-(4-Fluorophenyl)-piperazine-1-carbonyloxymethyl]-morpholine-4-carboxylic acid tert-butyl ester (2.98 g, 7.04 mmol) was stirred in DCM (30 mL) at 0° C. TFA (6 mL) dissolved in DCM (24 mL) was added dropwise. The reaction mixture was stirred overnight at room temperature. The solvent was removed in vacuo and the residue was partitioned between DCM (30 mL) and aqueous NaHCO3 (5 g in 30 mL). The aqueous layer was extracted with DCM (3×30 mL), dried (MgSO4) and the solvent removed in vacuo to give morpholin-3-ylmethyl 4-(4-fluorophenyl)piperazine-1-carboxylate (2.18 g, 96%) as a white solid.

후처리

  1. additionwas added dropwise
  2. customThe solvent was removed in vacuo
  3. customthe residue was partitioned between DCM (30 mL) and aqueous NaHCO3 (5 g in 30 mL)
  4. extractionThe aqueous layer was extracted with DCM (3×30 mL)
  5. dry with materialdried (MgSO4)
  6. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-12ea62f0b67147749c144816fcdab60c
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07851471B2

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