Ethyl bromoacetate → Ethyl 2-(4-bromo-2-nitrophenoxy)acetate

HRID 570152노트

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HRID 570152 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21]>CN(C)C=O>[CH2:23]([O:22][C:20](=[O:21])[CH2:19][O:8][C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][C:4]=1[N+:9]([O-:11])=[O:10])[CH3:24]

참가 물질

5

반응물 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 243644-Bromo-2-nitrophenol

생성물 1

HCID 24903547Ethyl 2-(4-bromo-2-nitrophenoxy)acetate수율 77%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

To a solution of 4-bromo-2-nitro-phenol (3.28 g, 15.0 mmol, 1 equiv) in dimethylformamide (40 mL) at 23° C. was added potassium carbonate (4.14 g, 30 mmol, 2 equiv) followed by ethyl bromoacetate (1.84 mL, 16.6 mmol, 1.1 equiv). The resulting mixture was warmed to 60° C. (oil bath) for 90 min then cooled to 23° C. The reaction mixture was partitioned between ethyl acetate:heptane (1:1) and water (100 mL each). The organic layer was separated and washed successively with water, saturated brine solution (100 ml, each) then dried (MgSO4), filtered and concentrated to give 4.50 g (11.5 mmol, 77%) of the product as a yellow oil.

후처리

  1. temperaturethen cooled to 23° C
  2. customThe reaction mixture was partitioned between ethyl acetate:heptane (1:1) and water (100 mL each)
  3. customThe organic layer was separated
  4. washwashed successively with water, saturated brine solution (100 ml
  5. dry with materialeach) then dried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-92a8b32be51c464ba385f2f4b6fddb48
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09023843B2

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