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

HRID 1748241ノート

反応式

HRID 1748241 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-06eaffc7111d475cbd130299e6ebe52c
出典データセット
uspto-grants-2015_10
特許番号
US09150577B2

反応ノート

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