Benzene → N-(4-fluoro-alpha,alpha-dimethylbenzyl)-o-methylphenylacetamide

HRID 1980056

반응식

HRID 1980056 반응식
C1C=CC=CC=1.[F:7][C:8]1[CH:17]=[CH:16][C:11]([C:12]([NH2:15])([CH3:14])[CH3:13])=[CH:10][CH:9]=1.[CH3:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[CH2:25][C:26](Cl)=[O:27]>C(N(CC)CC)C>[F:7][C:8]1[CH:9]=[CH:10][C:11]([C:12]([NH:15][C:26](=[O:27])[CH2:25][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[CH3:18])([CH3:14])[CH3:13])=[CH:16][CH:17]=1

참가 물질

5

반응물 3

HCID 241BenzeneHCID 2760632o-Tolyl-acetyl chlorideHCID 130256652-(4-Fluorophenyl)propan-2-amine

생성물 1

HCID 12790296N-(4-fluoro-alpha,alpha-dimethylbenzyl)-o-methylphenylacetamide수율 78.8%

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

Into a 300 ml four-necked flask, there were charged benzene (200 ml), 4-fluoro-α,α-dimethylbenzylamine (7.7 g) and triethylamine (6.0 g), and o-methylphenylacetyl chloride (9.5 g) was dropwise added thereto at room temperature while stirring, followed by refluxing for 3 hours. After cooling, the reaction mixture was washed with water to remove triethylamine hydrochloride. After the benzene layer was dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure. The residue was recrystallized from ethanol to give 11.3 g of N-(4-fluoro-α,α-dimethylbenzyl)-o-methylphenylacetamide (Compound No. 11). M.P., 150°-151° C.

후처리

  1. additionwas dropwise added
  2. temperatureby refluxing for 3 hours
  3. temperatureAfter cooling
  4. washthe reaction mixture was washed with water
  5. customto remove triethylamine hydrochloride
  6. dry with materialAfter the benzene layer was dried over anhydrous sodium sulfate
  7. distillationthe solvent was distilled off under reduced pressure
  8. customThe residue was recrystallized from ethanol

출처 및 근거

ORD 기록
ord-18fc235c6aba47319e43615affca2fd3
출처 데이터셋
uspto-grants-1984_11
특허 번호
US04484942

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