p-Toluenesulfonic acid → HCID 70109536, 화합물

HRID 1708573노트

반응식

HRID 1708573 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 70109536HCID 70109536, 화합물수율 53.4%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

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)

후처리

  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)

출처 및 근거

ORD 기록
ord-ac7edbc04d0341afa2784b70da48b563
출처 데이터셋
uspto-grants-1994_10
특허 번호
US05359076

반응 노트

불러오는 중…