1,2-Dichloroethane → Diethyl 5-[[(phenylmethoxy)amino]carbonyl]-1,3-benzenedicarboxylate

HRID 23591ノート

反応式

HRID 23591 の反応式
[C:1]1([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:6]=[C:5]([C:7]([O-:9])=O)[CH:4]=[C:3]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:2]=1.Cl.[CH2:21]([O:28][NH2:29])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.CN1CCOCC1.C(Cl)CCl>>[C:22]1([CH2:21][O:28][NH:29][C:7]([C:5]2[CH:4]=[C:3]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:2]=[C:1]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH:6]=2)=[O:9])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

参加物

5

反応物 4

HCID 111,2-DichloroethaneHCID 79724-MethylmorpholineHCID 102312Benzyloxyamine hydrochlorideHCID 225750493,5-Bis(ethoxycarbonyl)benzoate

生成物 1

HCID 12017544Diethyl 5-[[(phenylmethoxy)amino]carbonyl]-1,3-benzenedicarboxylate収率 59%

実験手順

To a solution of diethyl 1,3,5-benzenetricarboxylate (3.192 g, 20 mol) and O-benzylhydroxyamine hydrochloride (4.789 g, 19 mmol) in 40 mL were added N-methylmorpholine (2.2 mL, 20 mmol) and EDC (3.834 g, 20 mmol) at 0° C., and the mixture was stirred at room temperature for 20 hours. The solvent was removed by evaporator and the residue was dissolved in EtOAc (150 mL). The organic solution was washed with 1 N HCL (150 mL), washed with saturated aqueous NaHCO3 (50 mL), dried over Na2SO4, and concentrated to give white solid. This material was recrystallized from EtOAc to give 4.154 g of white powder (59% yield).

後処理

  1. customThe solvent was removed by evaporator
  2. dissolutionthe residue was dissolved in EtOAc (150 mL)
  3. washThe organic solution was washed with 1 N HCL (150 mL)
  4. washwashed with saturated aqueous NaHCO3 (50 mL)
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated
  7. customto give white solid
  8. customThis material was recrystallized from EtOAc

出典と根拠

ORDレコード
ord-960ef9b7f6a741cfb55e760cfcb8604c
出典データセット
uspto-grants-2005_02
特許番号
US06852750B2

反応ノート

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