N-bromobutanimide → Ethyl 3-(3-bromo4-hydroxyphenyl)-2-phenoxypropionate

HRID 1860095노트

반응식

HRID 1860095 반응식
[Br:1]N1C(=O)CCC1=O.[OH:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH:17]([O:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:12][CH:11]=1>C(Cl)(Cl)Cl>[Br:1][C:15]1[CH:14]=[C:13]([CH2:16][CH:17]([O:23][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:12]=[CH:11][C:10]=1[OH:9]

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 18625748Ethyl 3-(4-hydroxyphenyl)-2-phenoxypropionate

생성물 1

HCID 18625875Ethyl 3-(3-bromo4-hydroxyphenyl)-2-phenoxypropionate수율 77.3%

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
70 °C

실험 절차

N-bromosuccinimide (1.12 g) was added to a solution of ethyl 3-(4-hydroxyphenyl)-2-phenoxypropionate (1.43 g), which is the product of reference example 4(c) in chloroform (20 ml) at ambient temperature. The mixture was stirred at 70° C. for 4 hour and concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water. The ethyl acetate layer was separated and washed with saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified via chromatography on silica gel column using hexane/ethyl acetate=4/1 as the eluant to afford the desired compound (1.41 g) as a colorless oil.

후처리

  1. customat ambient temperature
  2. concentrationconcentrated under reduced pressure
  3. customThe residue was partitioned between ethyl acetate and water
  4. customThe ethyl acetate layer was separated
  5. washwashed with saturated aqueous sodium chloride solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified via chromatography on silica gel column

출처 및 근거

ORD 기록
ord-5bd58bb5f8344a2ab587f222083a1c02
출처 데이터셋
uspto-grants-2003_03
특허 번호
US06528525B1

반응 노트

불러오는 중…