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Acetic Acid → 4-(2,2-dimethyl-3-tetrahydro-2H-pyrane-2-yloxypropionyl)-3-hydroxy-5-(2-methoxy-3-pyridyl)-1-(4-thiophene-3-ylphenyl)-1,5-dihydropyrrole-2-one

HRID 2037185
ノート
印刷プレビュー

反応式

HRID 2037185 の反応式
[CH3:1][C:2]([CH3:20])([CH2:12][O:13][CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][O:15]1)[C:3](=[O:11])[CH2:4][C:5](=[O:10])[C:6]([O:8]C)=O.[S:21]1[CH:25]=[CH:24][C:23]([C:26]2[CH:32]=[CH:31][C:29]([NH2:30])=[CH:28][CH:27]=2)=[CH:22]1.[CH3:33][O:34][C:35]1[N:42]=[CH:41][CH:40]=[CH:39][C:36]=1[CH:37]=O.C(O)(=O)C>O1CCOCC1>[CH3:20][C:2]([CH3:1])([CH2:12][O:13][CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][O:15]1)[C:3]([C:4]1[CH:37]([C:36]2[C:35]([O:34][CH3:33])=[N:42][CH:41]=[CH:40][CH:39]=2)[N:30]([C:29]2[CH:31]=[CH:32][C:26]([C:23]3[CH:24]=[CH:25][S:21][CH:22]=3)=[CH:27][CH:28]=2)[C:6](=[O:8])[C:5]=1[OH:10])=[O:11]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 176Acetic AcidHCID 41303364-(Thiophen-3-yl)anilineHCID 125333912-Methoxypyridine-3-carbaldehydeHCID 58365520methyl 5,5-dimethyl-2,4-dioxo-6-(tetrahydro-2H-pyrane-2-yloxy)hexanoate

生成物 1

HCID 583653554-(2,2-dimethyl-3-tetrahydro-2H-pyrane-2-yloxypropionyl)-3-hydroxy-5-(2-methoxy-3-pyridyl)-1-(4-thiophene-3-ylphenyl)-1,5-dihydropyrrole-2-one収率 55%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

A mixture of methyl 5,5-dimethyl-2,4-dioxo-6-(tetrahydro-2H-pyrane-2-yloxy)hexanoate (0.29 mg, 1.0 mmol), 4-(3-thienyl)aniline (0.18 g, 1.0 mmol), 2-methoxynicotinaldehyde (0.14 g, 1.0 mmol), acetic acid (0.043 mL, 0.75 mmol) and dioxane (2 ml) was heated at reflux overnight. After the reaction was completed, the reaction mixture was concentrated in vacuo. The resulting residue was purified on a silica gel column chromatography (methanol/chloroform) to give 4-(2,2-dimethyl-3-tetrahydro-2H-pyrane-2-yloxypropionyl)-3-hydroxy-5-(2-methoxy-3-pyridyl)-1-(4-thiophene-3-ylphenyl)-1,5-dihydropyrrole-2-one (0.30 g, yield: 55%) as pale yellow solid.

後処理

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. concentrationthe reaction mixture was concentrated in vacuo
  4. customThe resulting residue was purified on a silica gel column chromatography (methanol/chloroform)

出典と根拠

ORDレコード
ord-1a41777bb09849a2af1fe88869c6a524
出典データセット
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08575197B2

反応ノート

読み込み中…

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