Ethyl bromoacetate → ethyl 2-(4-formyl-2-nitrophenoxy)acetate

HRID 1271678ノート

反応式

HRID 1271678 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].Br[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:18]([O:17][C:15](=[O:16])[CH2:14][O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11])[CH3:19]

参加物

5

反応物 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 181694-Hydroxy-3-nitrobenzaldehyde

生成物 1

HCID 5305379ethyl 2-(4-formyl-2-nitrophenoxy)acetate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

A solution of 4-hydroxy-3-nitro-benzaldehyde (6.9 g) and ethyl bromoacetate (5.0 ml) in dimethylformamide (250 ml) was treated with anhydrous potassium carbonate (10 g) and the mixture was heated at 60° C. for 18 hours and evaporated to dryness. The residue was partitioned between water and ether, and the ether layer was washed with 0.5M sodium hydroxide, dried over anhydrous sodium sulphate and evaporated to give an oil that was chromatographed on silica gel (ethyl acetate/dichloromethane) to afford an oil (1.9 g)

後処理

  1. customevaporated to dryness
  2. customThe residue was partitioned between water and ether
  3. washthe ether layer was washed with 0.5M sodium hydroxide
  4. dry with materialdried over anhydrous sodium sulphate
  5. customevaporated
  6. customto give an oil that
  7. customwas chromatographed on silica gel (ethyl acetate/dichloromethane)

出典と根拠

ORDレコード
ord-e9fa6cc2bdd7468d91bb4821e6668ea7
出典データセット
uspto-grants-2007_04
特許番号
US07205408B2

反応ノート

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