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

HRID 1288906

반응식

HRID 1288906 반응식
[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]

참가 물질

6

반응물 4

HCID 962WaterHCID 2337BenzocaineHCID 8471TriethylamineHCID 702762-Methylbenzoyl chloride

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5ac0da6933a04b18a01851485b9d2c39
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05747487

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