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m-Chloroperbenzoic acid → HCID 178459829, 화합물

HRID 1099311
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HRID 1099311 반응식
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([NH:9][C:10](=[O:15])[O:11][C:12]([CH3:14])=[CH2:13])[CH:4]=1.C1C=C(Cl)C=C(C(OO)=[O:26])C=1>C(Cl)(Cl)Cl>[O-:26][N+:6]1[CH:7]=[CH:8][C:3]([C:2]([F:16])([F:1])[F:17])=[CH:4][C:5]=1[NH:9][C:10](=[O:15])[O:11][C:12]([CH3:14])=[CH2:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 59232120Isopropenyl [4-(trifluoromethyl)pyridin-2-yl]carbamate

생성물 1

HCID 178459829HCID 178459829, 화합물

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

Isopropenyl [4-(trifluoromethyl)pyridin-2-yl]carbamate (1.2 g, 5.0 mmol) was suspended in CHCl3 (20 mL) and treated with m-CPBA (841 mg, 5.0 mmol). The reaction was stirred at rt overnight. The reaction was quenched with satd. NaHCO3 and extracted with CHCl3. The organic layer was dried (MgSO4) and concentrated. The crude residue was purified over silica using CH2Cl2 as the eluting solvent. An amber oil was collected (620 mg, 47%); 1H-NMR (DMSO-d6) δ 10.2 (s, 1 H), 8.56 (d, J=6.9 Hz, 1 H), 8.25 (d, J=2.6 Hz, 1 H), 7.52 (ddd, dd, J1=6.8 Hz, J2=2.5 Hz, J3=0.6 Hz, 1 H), 4.85 (q, J=1.2 Hz, 1 H), 4.80 (d, J=1.2 Hz, 1 H), 1.94 (d, J=0.4 Hz, 3 H).

후처리

  1. customThe reaction was quenched with satd
  2. extractionNaHCO3 and extracted with CHCl3
  3. dry with materialThe organic layer was dried (MgSO4)
  4. concentrationconcentrated
  5. customThe crude residue was purified over silica
  6. customAn amber oil was collected (620 mg, 47%)

출처 및 근거

ORD 기록
ord-168026679c6b4952ab7ea6b4a1a35feb
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08143393B2

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