Phenylacetyl chloride → N-(4-methylphenyl)-2-phenylacetamide

HRID 1357769노트

반응식

HRID 1357769 반응식
[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[C:9]1([CH2:15][C:16](Cl)=[O:17])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(=O)([O-])O.[Na+]>C1(C)C=CC=CC=1>[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:16](=[O:17])[CH2:15][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 7679Phenylacetyl chlorideHCID 7813p-ToluidineHCID 516892Sodium Bicarbonate

생성물 1

HCID 854300N-(4-methylphenyl)-2-phenylacetamide수율 92%

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

1.0 g (9.3 mmol) of 4-methylaniline is dissolved in toluene (10 ml) at 0° C., under a nitrogen atmosphere. A solution of phenylacetyl chloride (1.25 ml, 9.4 mmol) in 20 ml of toluene is added dropwise to the medium. The reaction mixture is stirred at room temperature for 2 h and the medium is then hydrolyzed with cold sodium hydrogen carbonate solution. The two-phase system is stirred vigorously for 30 min and the organic phase is then collected. The aqueous phase is extracted with ethyl acetate (twice). The organic phase is dried over MgSO4 and then evaporated. The residue obtained is purified by chromatography on a column of silica (3/7 EtOAc/PE) to give 1.9 g (92%) of compound 47.

후처리

  1. stirringThe two-phase system is stirred vigorously for 30 min
  2. customthe organic phase is then collected
  3. extractionThe aqueous phase is extracted with ethyl acetate (twice)
  4. dry with materialThe organic phase is dried over MgSO4
  5. customevaporated
  6. customThe residue obtained
  7. customis purified by chromatography on a column of silica (3/7 EtOAc/PE)

출처 및 근거

ORD 기록
ord-369fc4bac03a4c5b91b7239c55a914fe
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06593342B1

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