Morpholine → 4-{5-(2,4-dimethylbenzoyl)-1-methyl-1H-pyrrol-2-ylmethyl}nitrobenzene

HRID 365606노트

반응식

HRID 365606 반응식
[CH3:1][C:2]1[CH:32]=[C:31]([CH3:33])[CH:30]=[CH:29][C:3]=1[C:4]([C:6]1[N:10]([CH3:11])[C:9]([CH:12]([C:19]2[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][C:20]=2F)C(OCC=C)=O)=[CH:8][CH:7]=1)=[O:5].N1CCOCC1>C1COCC1.[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH3:1][C:2]1[CH:32]=[C:31]([CH3:33])[CH:30]=[CH:29][C:3]=1[C:4]([C:6]1[N:10]([CH3:11])[C:9]([CH2:12][C:19]2[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=2)=[CH:8][CH:7]=1)=[O:5]

참가 물질

5

반응물 2

HCID 8083MorpholineHCID 23285845Allyl 2-[5-(2,4-dimethylbenzoyl)-1-methylpyrrol-2-yl)-2-(2-fluoro-4-nitrophenyl)-acetate

생성물 1

HCID 232857664-{5-(2,4-dimethylbenzoyl)-1-methyl-1H-pyrrol-2-ylmethyl}nitrobenzene수율 98.1%

시약·촉매·용매 2

HCID 11979704Tetrakis(triphenylphosphine)palladium촉매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of allyl 2-[5-(2,4-dimethylbenzoyl)-1-methylpyrrol-2-yl)-2-(2-fluoro-4-nitrophenyl)acetate (3.6 g, 7.99 mmol) [prepared as described in Example 6, Step (d)] in anhydrous THF (40 ml) was added morpholine (6.99 ml, 79.90 mmol) and tetrakis-(triphenylphosphine) palladium (9 mg, 0.008 mmol)). After 1.5 h, the solvent was evaporated and the residue was partitioned between ether and 1N NaHSO4. The organic layer was separated, dried over magnesium sulfate, and concentrated to dryness. Purification by column chromatography (ethyl acetate/hexane) gave 4-[5-(2,4-dimethylbenzoyl)-1-methyl-pyrrol-2-yl-methyl)nitrobenzene (2.73 g, 93%) as a pale yellow oil. ##STR36##

후처리

  1. customthe solvent was evaporated
  2. customthe residue was partitioned between ether and 1N NaHSO4
  3. customThe organic layer was separated
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated to dryness
  6. customPurification by column chromatography (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-a0d3a8d821e54ba8a1c9bc8da3c49e62
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06127402

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