4-Fluorobenzaldehyde → 3-Methyl 5-ethyl 1,4-dihydro-2,4-di-(4-fluorophenyl)-6-isopropylpyridine-3,5-di-carboxylate

HRID 582556ノート

反応式

HRID 582556 の反応式
[F:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[F:10][C:11]1[CH:23]=[CH:22][C:14]([C:15]([CH2:17][C:18]([O:20][CH3:21])=[O:19])=O)=[CH:13][CH:12]=1.[NH2:24][C:25]([CH:32]([CH3:34])[CH3:33])=[CH:26][C:27]([O:29][CH2:30][CH3:31])=[O:28]>C(O)CO>[F:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]2[NH:24][C:25]([CH:32]([CH3:33])[CH3:34])=[C:26]([C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH:15]([C:14]3[CH:13]=[CH:12][C:11]([F:10])=[CH:23][CH:22]=3)[C:17]=2[C:18]([O:20][CH3:21])=[O:19])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 680234-FluorobenzaldehydeHCID 579425Methyl 4-fluorobenzoylacetateHCID 59557418Ethyl 3-amino-4-methyl-pent-2-enoate

生成物 1

HCID 158172683-Methyl 5-ethyl 1,4-dihydro-2,4-di-(4-fluorophenyl)-6-isopropylpyridine-3,5-di-carboxylate

試薬・触媒・溶媒 1

HCID 174Ethylene Glycol溶媒

実験手順

31 g (0.25 mol) of p-fluorobenzaldehyde, 49 g (0.25 mol) of methyl 4-fluorobenzoylacetate and 39.25 g (0.25 mol) of ethyl 3-amino-4-methyl-pent-2-enoate are boiled under reflux for 18 hours in 150 ml of ethylene glycol at a bath temperature of 130° C. The mixture is cooled to room temperature, extracted three times using 300 ml of diethyl ether, the combined ether phases are concentrated, and the residue is dissolved in 100 ml of toluene and chromatographed on 700 ml of silica gel (0.04-0.063 mm) using toluene as an eluent.

後処理

  1. extractionextracted three times
  2. concentrationthe combined ether phases are concentrated
  3. dissolutionthe residue is dissolved in 100 ml of toluene
  4. customchromatographed on 700 ml of silica gel (0.04-0.063 mm)

出典と根拠

ORDレコード
ord-1cf92cccaaf44470a769683b290a9484
出典データセット
uspto-grants-1999_07
特許番号
US05925645

反応ノート

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