Diethyl Oxalate → Ethyl 4-(3-ethoxy-2,3-dioxopropyl)-3-nitrobenzoate

HRID 1748241노트

반응식

HRID 1748241 반응식
[CH3:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14].[CH2:16]([O:18][C:19](=[O:25])[C:20](OCC)=[O:21])[CH3:17].[O-]CC.[Na+]>C(O)C>[CH2:16]([O:18][C:19](=[O:25])[C:20](=[O:21])[CH2:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14])[CH3:17]

참가 물질

5

반응물 3

HCID 7268Diethyl OxalateHCID 2723922Sodium ethoxideHCID 14945864Ethyl 4-methyl-3-nitrobenzoate

생성물 1

HCID 58767563Ethyl 4-(3-ethoxy-2,3-dioxopropyl)-3-nitrobenzoate수율 77.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of ethyl 4-methyl-3-nitrobenzoate (80 g, 0.38 mol) and oxalic acid diethyl ester (57 mL, 0.42 mol) in ethanol (1000 mL) is added sodium ethoxide (430 mL, 1.15 mol, 21% in ethanol). The resulting brown solution is stirred at room temperature for 16 h. The reaction is quenched with 3N HCl to neutral pH and diluted with water (2000 mL). The resulting white precipitate is filtered and dried in vacuum to afford the title compound (91 g, 77%).

후처리

  1. customThe reaction is quenched with 3N HCl to neutral pH
  2. additiondiluted with water (2000 mL)
  3. filtrationThe resulting white precipitate is filtered
  4. customdried in vacuum

출처 및 근거

ORD 기록
ord-06eaffc7111d475cbd130299e6ebe52c
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09150577B2

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