HCID 67350060, 화합물 → HCID 67348734, 화합물

HRID 2241327노트

반응식

HRID 2241327 반응식
[CH2:1]([N:4]([C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)[C:5](=[O:11])[CH2:6][C:7]([O:9][CH3:10])=[O:8])[CH:2]=[CH2:3]>C(O)(=O)C.O.O.C([O-])(=O)C.[Mn+3].C([O-])(=O)C.C([O-])(=O)C.O.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[F:18][C:15]1[CH:16]=[CH:17][C:12]([N:4]2[CH2:1][CH:2]3[C:6]([C:7]([O:9][CH3:10])=[O:8])([CH2:3]3)[C:5]2=[O:11])=[CH:13][CH:14]=1

참가 물질

5

반응물 1

HCID 67350060HCID 67350060, 화합물

생성물 1

HCID 67348734HCID 67348734, 화합물수율 12.1%

시약·촉매·용매 3

HCID 165397Cupric acetate monohydrate촉매HCID 12416832Manganese triacetate dihydrate촉매HCID 176Acetic Acid용매2회

실험 절차

A solution of methyl 3-(allyl(4-fluorophenyl)amino)-3-oxopropanoate (10 g, 39.7 mmol) in acetic acid (50 mL) was added into a suspension of manganese(III)acetate dihydrate (21 g, 79.7 mmol) and copper (II) acetate monohydrate (7.9 g, 39.7 mmol) in acetic acid (200 mL). The reaction was stirred for 3 days, then quenched with 10% aqueous sodium bisulfite solution (100 mL). The reaction mixture was diluted with EtOAc, washed with saturated aqueous NaHCO3, brine, dried with Na2SO4, filtered and concentrated. The residue was purified by flash column chromatography (50% EtOAc in hexane) to afford the product (1.2 g, 12% yield) as a brown powder. LRMS (APCI pos) m/e 250.1 (M+1).

후처리

  1. customquenched with 10% aqueous sodium bisulfite solution (100 mL)
  2. additionThe reaction mixture was diluted with EtOAc
  3. washwashed with saturated aqueous NaHCO3, brine
  4. dry with materialdried with Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified by flash column chromatography (50% EtOAc in hexane)

출처 및 근거

ORD 기록
ord-85230efec424447d9987ee31beb3bf0c
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07723330B2

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