p-Toluenesulfonic acid → HCID 70109536、化合物

HRID 1708573ノート

反応式

HRID 1708573 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:4][CH:3]=1.[F:13][C:14]([F:24])([F:23])[C:15](=O)[CH2:16][C:17]([O:19][CH2:20]C)=[O:18].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[CH3:12][O:11][C:9]([CH2:8][C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:15]([C:14]([F:24])([F:23])[F:13])=[CH:16][C:17]([O:19][CH3:20])=[O:18])=[CH:7][CH:6]=1)=[O:10]

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 67793Ethyl 4,4,4-trifluoroacetoacetateHCID 2761030Methyl 2-(4-aminophenyl)acetate

生成物 1

HCID 70109536HCID 70109536、化合物収率 53.4%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

Methyl p-aminophenylacetate (7 g), ethyl trifluoroacetoacetate (8.19 g) and p-toluenesulfonic acid (500 mg) were dissolved into benzene (100 ml) and, providing Dean Stalk dehydrating apparatus placed molecular sieve (MS 4 angstroms) therein, the solution was refluxed for 10 hours under heat. Solvent was distilled off under reduced pressure and the residue was purified by means of silica gel column chromatography (development solvent: ethyl acetate:hexane=1:4) to obtain methyl 3-(4-methoxycarbonylmethylphenylamino)-3-trifluoromethylacrylate (7.18 g) as colorless prismatic crystals. Melting point: 50°-51° C. (recrystallization solvent: ethyl acetate-n-hexane)

後処理

  1. customproviding Dean Stalk
  2. temperaturethe solution was refluxed for 10 hours
  3. temperatureunder heat
  4. distillationSolvent was distilled off under reduced pressure
  5. customthe residue was purified by means of silica gel column chromatography (development solvent: ethyl acetate:hexane=1:4)

出典と根拠

ORDレコード
ord-ac7edbc04d0341afa2784b70da48b563
出典データセット
uspto-grants-1994_10
特許番号
US05359076

反応ノート

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