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

HRID 1980056

反応式

HRID 1980056 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-18fc235c6aba47319e43615affca2fd3
出典データセット
uspto-grants-1984_11
特許番号
US04484942

関連ノート

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