Water → Ethyl 4-[(2-methylbenzoyl)amino]benzoate

HRID 1288906

反応式

HRID 1288906 の反応式
[NH2:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][CH:3]=1.[CH3:13][C:14]1[CH:22]=[CH:21][CH:20]=[CH:19][C:15]=1[C:16](Cl)=[O:17].C(N(CC)CC)C.O>ClCCl>[CH3:13][C:14]1[CH:22]=[CH:21][CH:20]=[CH:19][C:15]=1[C:16]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:11][CH:12]=1)=[O:17]

参加物

6

反応物 4

HCID 962WaterHCID 2337BenzocaineHCID 8471TriethylamineHCID 702762-Methylbenzoyl chloride

生成物 1

HCID 689910Ethyl 4-[(2-methylbenzoyl)amino]benzoate収率 77.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 43.42 g (0.26 mol) of ethyl 4-aminobenzoate and 40.8 g (0.26 mol) of 2-methylbenzoyl chloride in 150 ml of dichloromethane is cooled in an ice bath and 26.56 g (0.26 mol) of triethylamine is added dropwise. After the addition, the solution is stirred at room temperature overnight. The mixture is poured into water and the organic layer separated. The organic layer is washed with water, 1N HCl, 1M NaHCO3 and dried (Na2SO4). The solvent is removed and the solid slurried with ethyl acetate and filtered to give 57 g of ethyl 4-[(2-methylbenzoyl)amino]benzoate as crystals, m.p. 110°-115° C.

後処理

  1. temperatureis cooled in an ice bath
  2. additionAfter the addition
  3. customthe organic layer separated
  4. washThe organic layer is washed with water, 1N HCl, 1M NaHCO3
  5. dry with materialdried (Na2SO4)
  6. customThe solvent is removed
  7. filtrationthe solid slurried with ethyl acetate and filtered

出典と根拠

ORDレコード
ord-5ac0da6933a04b18a01851485b9d2c39
出典データセット
uspto-grants-1998_05
特許番号
US05747487

関連ノート

読み込み中…