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

HRID 1577471노트

반응식

HRID 1577471 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-668c701e32d64bc8bbdf8606646df2e6
출처 데이터셋
uspto-grants-1981_09
특허 번호
US04288244

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