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Nitric Acid → Carbonic acid 2,3-difluoro-4-methyl-5-nitro-phenyl ester methyl ester

HRID 2065744
ノート
印刷プレビュー

反応式

HRID 2065744 の反応式
[CH3:1][O:2][C:3](=[O:14])[O:4][C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[C:7]([F:12])[C:6]=1[F:13].[N+:15]([O-])([OH:17])=[O:16]>S(=O)(=O)(O)O>[CH3:1][O:2][C:3](=[O:14])[O:4][C:5]1[CH:10]=[C:9]([N+:15]([O-:17])=[O:16])[C:8]([CH3:11])=[C:7]([F:12])[C:6]=1[F:13]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 944Nitric AcidHCID 59377967Carbonic acid 2,3-difluoro-4-methyl-phenyl ester methyl ester

生成物 1

HCID 59377938Carbonic acid 2,3-difluoro-4-methyl-5-nitro-phenyl ester methyl ester収率 49%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
0 °C

実験手順

To a suspension of carbonic acid 2,3-difluoro-4-methyl-phenyl ester methyl ester (3.85 g, 19.04 mmol) in sulfuric acid (2.23 ml) at 0° C. was added nitric acid (2.23 ml). The mixture was stirred at 0° C. for one hour. Ice-water was added and the mixture was extracted with dichloromethane. The combined extracts were washed with water and brine, dried over MgSO4, filtered and concentrated to dryness under reduced pressure. Purification of the crude product by flash chromatography (hexanes:EtOAc 95:5) gave 2.3 g (49%) of carbonic acid 2,3-difluoro-4-methyl-5-nitro-phenyl ester methyl ester a clear oil.

後処理

  1. extractionthe mixture was extracted with dichloromethane
  2. washThe combined extracts were washed with water and brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated to dryness under reduced pressure
  6. customPurification of the crude product by flash chromatography (hexanes:EtOAc 95:5)

出典と根拠

ORDレコード
ord-cd467dba63974ed58d3dde0ef8bf29bd
出典データセット
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08288552B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート