Hydrochloric Acid → HCID 10960547、化合物

HRID 1873227ノート

反応式

HRID 1873227 の反応式
Cl[C:2]1[CH:3]=[C:4]([C:11]([CH3:22])([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].C(=O)([O-])[O-].[K+].[K+].[C:29]([O:35][CH3:36])(=[O:34])[CH2:30][C:31]([CH3:33])=[O:32].Cl>CS(C)=O>[C:31]([CH:30]([C:29]([O:35][CH3:36])=[O:34])[C:2]1[CH:3]=[C:4]([C:11]([CH3:22])([C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9])(=[O:32])[CH3:33]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 7757Methyl acetoacetateHCID 11430Potassium CarbonateHCID 12854241Propanedioic acid, 2-(3-chloro-4-nitrophenyl)-2-methyl-, 1,3-diethyl ester

生成物 1

HCID 10960547HCID 10960547、化合物収率 52%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
70 °C

実験手順

To a solution of diethyl 2-(3-chloro-4-nitrophenyl)-2-methylmalonate (1.0 g, 3.03 mmol.) in dimethyl sulfoxide (DMSO, 3mL) were added potassium carbonate (1.25 g, 9.09 mmol.) and methyl acetoacetate (0.99 mL, 9.0 mmol.). The resulting mixture was stirred at 70° C. for 6 hours. The reaction mixture was cooled to room temperature, neutralized with diluted hydrochloric acid, and extracted with ethyl acetate. The ethyl acetate portion was washed with an aqueous saturated sodium chloride solution, and dried over magnesium sulfate. The dried portion was concentrated to leave a residue. The residue was purified by silica gel column chromatography (Wako Gel C-330, available from Wako Jyunyaku Industry Co., Ltd., toluene/ethyl acetate=100/4, v/v), to give 0.64 g (yield: 52%) of the desired compound as a yellow oil.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionextracted with ethyl acetate
  3. washThe ethyl acetate portion was washed with an aqueous saturated sodium chloride solution
  4. dry with materialdried over magnesium sulfate
  5. concentrationThe dried portion was concentrated
  6. customto leave a residue
  7. customThe residue was purified by silica gel column chromatography (Wako Gel C-330, available from Wako Jyunyaku Industry Co., Ltd., toluene/ethyl acetate=100/4, v/v)

出典と根拠

ORDレコード
ord-cb7dc4cca6a847d4a69e9acb83382314
出典データセット
uspto-grants-2000_08
特許番号
US06111115

反応ノート

読み込み中…