Benzene → N-(alpha,alpha,2-trimethylbenzyl)-alpha-bromo-tert-butylacetamide

HRID 1577471ノート

反応式

HRID 1577471 の反応式
C1C=CC=CC=1.[CH3:7][C:8]([NH2:17])([CH3:16])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH3:15].[Br:18][CH:19]([C:23]([CH3:26])([CH3:25])[CH3:24])[C:20](Cl)=[O:21]>C(N(CC)CC)C>[CH3:16][C:8]([NH:17][C:20](=[O:21])[CH:19]([C:23]([CH3:26])([CH3:25])[CH3:24])[Br:18])([CH3:7])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH3:15]

参加物

5

反応物 3

HCID 241BenzeneHCID 108676212-Bromo-3,3-dimethylbutanoyl chlorideHCID 130256632-(O-tolyl)propan-2-amine

生成物 1

HCID 12760503N-(alpha,alpha,2-trimethylbenzyl)-alpha-bromo-tert-butylacetamide収率 88.5%

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

Into a 200 ml four-necked flask, there were charged benzene (150 ml), α,α,2-trimethylbenzylamine (7.5 g) and triethylamine (6 g), and α-bromo-tert-butylacetyl chloride (10.2 g) was dropwise added thereto while stirring at room temperature. Stirring was continued for 3 hours. After completion of the reaction, the reaction mixture was washed with water to remove triethylamine hydrochloride. The benzene layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was recrystallized from ethanol to give 13.8 g of N-(α,α,2-trimethylbenzyl)-α-bromo-tert-butylacetamide. M.P., 166.5°-168° C.

後処理

  1. additionwas dropwise added
  2. stirringStirring
  3. customAfter completion of the reaction
  4. washthe reaction mixture was washed with water
  5. customto remove triethylamine hydrochloride
  6. dry with materialThe 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-668c701e32d64bc8bbdf8606646df2e6
出典データセット
uspto-grants-1981_09
特許番号
US04288244

反応ノート

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