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

HRID 1771593ノート

反応式

HRID 1771593 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-1f5717139262433da3f417cdb136f1bc
出典データセット
uspto-grants-2016_02
特許番号
US09249085B2

反応ノート

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