Ethyl bromoacetate → Ethyl 2-(3-amino-2,4-difluorophenoxy)acetate

HRID 1771593노트

반응식

HRID 1771593 반응식
[NH2:1][C:2]1[C:3]([F:10])=[C:4]([OH:9])[CH:5]=[CH:6][C:7]=1[F:8].C([O-])([O-])=O.[Na+].[Na+].Br[CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20]>CN(C=O)C.O>[NH2:1][C:2]1[C:3]([F:10])=[C:4]([CH:5]=[CH:6][C:7]=1[F:8])[O:9][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20]

참가 물질

6

반응물 3

HCID 7748Ethyl bromoacetateHCID 10340Sodium CarbonateHCID 227559833-Amino-2,4-difluorophenol

생성물 1

HCID 89437136Ethyl 2-(3-amino-2,4-difluorophenoxy)acetate수율 75%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

To a stirred solution of 3-amino-2,4-difluorophenol (intermediate X(a)) (713 mg, 4.9 mmol, 1.0 eq) in DMF (30 mL) was added Na2CO3 (1.56 g, 14.7 mmol, 3.0 eq). The resulting mixture was stirred for 40 min at room temperature. Ethyl bromoacetate (1 g, 5.90 mmol 1.2 eq) was added and the reaction stirred overnight. The reaction was diluted with water then extracted with EtOAc. The combined organic extracts were washed with brine, dried (Na2SO4), filtered and evaporated in vacuo. The residue was purified by chromatography (petroleum ether: EtOAc, 25:1) to give the title compound (intermediate IV(a)) as an oil (850 mg, 71%).

후처리

  1. stirringthe reaction stirred overnight
  2. extractionthen extracted with EtOAc
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated in vacuo
  7. customThe residue was purified by chromatography (petroleum ether: EtOAc, 25:1)

출처 및 근거

ORD 기록
ord-1f5717139262433da3f417cdb136f1bc
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09249085B2

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