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

HRID 1686123ノート

反応式

HRID 1686123 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 219473972-Methoxy-4-methylbenzamide収率 83%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-c22e5e1e9f094375bc9092380c2981b9
出典データセット
uspto-grants-2012_04
特許番号
US08148536B2

反応ノート

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