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

HRID 1357769ノート

反応式

HRID 1357769 の反応式
[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

参加物

5

反応物 3

HCID 7679Phenylacetyl chlorideHCID 7813p-ToluidineHCID 516892Sodium Bicarbonate

生成物 1

HCID 854300N-(4-methylphenyl)-2-phenylacetamide収率 92%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-369fc4bac03a4c5b91b7239c55a914fe
出典データセット
uspto-grants-2003_07
特許番号
US06593342B1

反応ノート

読み込み中…