2-Methoxyethylamine → HCID 59353095、化合物

HRID 1914704ノート

反応式

HRID 1914704 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([N+:12]([O-:14])=[O:13])[CH:11]=1)[C:6]([OH:8])=O.Cl.CN(C)CCCN=C=NCC.[CH3:27][O:28][CH2:29][CH2:30][NH2:31]>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([N+:12]([O-:14])=[O:13])[CH:11]=1)[C:6]([NH:31][CH2:30][CH2:29][O:28][CH3:27])=[O:8]

参加物

5

反応物 3

HCID 80182-MethoxyethylamineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 53002123-Methoxy-5-nitrobenzoic acid

生成物 1

HCID 59353095HCID 59353095、化合物収率 100.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 3-methoxy-5-nitrobenzoic acid (1 g; 5.1 mmol; 1 eq) DCM (40 mL) is added N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (972 mg; 5.1 mmol; 1 eq). After 5 min, 2-methoxyethylamine (381 mg; 5.1 mmol; 1 eq) is added and the reaction mixture is stirred at room temperature for 2 h. The reaction mixture is then quenched with water and the expected product extracted with EtOAc. The organic phase is washed with an aqueous solution of Na2CO3 then dried over MgSO4. The solvent is evaporated to dryness to afford (1.3 g (100%) of the title compound as an orange oil. HPLC (max plot) 73.0%; Rt 2.98 min.

後処理

  1. customThe reaction mixture is then quenched with water
  2. extractionthe expected product extracted with EtOAc
  3. washThe organic phase is washed with an aqueous solution of Na2CO3
  4. dry with materialthen dried over MgSO4
  5. customThe solvent is evaporated to dryness

出典と根拠

ORDレコード
ord-c35e383d89f54b798ee602e7be7172ab
出典データセット
uspto-grants-2013_12
特許番号
US08614215B2

反応ノート

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