1,2-Dichloroethane → 2-Methoxy-4-methylbenzamide

HRID 1686123노트

반응식

HRID 1686123 반응식
[CH3:1][O:2][C:3]1[CH:11]=[C:10]([CH3:12])[CH:9]=[CH:8][C:4]=1[C:5](O)=[O:6].C(Cl)CCl.C1C=CC2N(O)N=[N:23]C=2C=1.N>ClCCl>[CH3:1][O:2][C:3]1[CH:11]=[C:10]([CH3:12])[CH:9]=[CH:8][C:4]=1[C:5]([NH2:23])=[O:6]

참가 물질

6

반응물 4

HCID 111,2-DichloroethaneHCID 222AmmoniaHCID 757711-HydroxybenzotriazoleHCID 5971642-Methoxy-4-methylbenzoic acid

생성물 1

HCID 219473972-Methoxy-4-methylbenzamide수율 83%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a mixture of 2-methoxy-4-methylbenzoic acid (20 g, 120.4 mmol), EDC (23.1 g, 120.4 mmol) and HOBt (16.3 g, 120.4 mmol) in dichloromethane (1 L) was added NH3 (7N in MeOH, 52 mL, 3 eq) dropwise. The reaction mixture was stirred at room temperature overnight then washed successively with HCl (1N), saturated aq. NaHCO3, water and brine, dried over MgSO4, filtered and evaporated. The residue was recrystallized from ethyl acetate/hexane to give 16.5 gr of 2-methoxy-4-methylbenzamide (83% yield).

후처리

  1. washthen washed successively with HCl (1N), saturated aq. NaHCO3, water and brine
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue was recrystallized from ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-c22e5e1e9f094375bc9092380c2981b9
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148536B2

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