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

HRID 365606ノート

反応式

HRID 365606 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 11979704Tetrakis(triphenylphosphine)palladium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

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##

後処理

  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)

出典と根拠

ORDレコード
ord-a0d3a8d821e54ba8a1c9bc8da3c49e62
出典データセット
uspto-grants-2000_10
特許番号
US06127402

反応ノート

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