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

HRID 723506노트

반응식

HRID 723506 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

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 diethyl ether, and the diethyl ether layer was washed with 0.5M sodium hydroxide. It was then dried over anhydrous sodium sulfate and evaporated to give an oil that was chromatographed on silica gel (ethyl acetate/dichloromethane) to afford an oil (1.9 g).

후처리

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

출처 및 근거

ORD 기록
ord-d8e5901b8f764d2280e337ae273e9c18
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07141564B2

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