1,2-Dimethyl-3-nitrobenzene → HCID 21194232、化合物

HRID 52161

反応式

HRID 52161 の反応式
[Na].[N+:2]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:6]=1[CH3:12])([O-:4])=[O:3].[C:13](OCC)(=[O:19])[C:14]([O:16]CC)=[O:15].[OH-].[Na+]>O.C(O)C>[CH3:11][C:7]1[CH:8]=[CH:9][CH:10]=[C:5]([N+:2]([O-:4])=[O:3])[C:6]=1[CH2:12][C:13](=[O:19])[C:14]([OH:16])=[O:15]

参加物

7

反応物 4

HCID 67391,2-Dimethyl-3-nitrobenzeneHCID 7268Diethyl OxalateHCID 14798Sodium HydroxideHCID 5360545Sodium

生成物 1

HCID 21194232HCID 21194232、化合物収率 61%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

Sodium (3.802 g, 165.38 mmol, 2.5 eq) was added portionwise into ethanol (66 mL, 1M) at 0° C. Next, 3-nitro-ortho-xylene (10.00 g, 66.15 mmol, 1 eq) and diethyl oxalate (19.33 g, 132.23 mmol, 2 eq) were added. The mixture was stirred at room temperature for 18 hours and then refluxed for 10 minutes. 1N sodium hydroxide and water were added and the reaction was stirred for one hour. The ethanol was removed under vacuum. Water was added and the aqueous solution was acidified with concentrated hydrochloric acid to ph~2. The mixture was extracted with methylene chloride. The extracts were dried (magnesium sulfate) and concentrated to give the title compound (9.0 g, 61%).

後処理

  1. temperaturerefluxed for 10 minutes
  2. stirringthe reaction was stirred for one hour
  3. customThe ethanol was removed under vacuum
  4. additionWater was added
  5. extractionThe mixture was extracted with methylene chloride
  6. dry with materialThe extracts were dried (magnesium sulfate)
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-631527924b8e4da9a6a90a47ed6c1ba9
出典データセット
uspto-grants-1997_04
特許番号
US05616591

関連ノート

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