Sodium Hydroxide → 2-(Carboxymethyl)-4-nitrobenzoic acid

HRID 217292노트

반응식

HRID 217292 반응식
[OH-].[Na+].[C:3]([C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][C:7]=1[CH:15](C(OC)=O)[C:16]([O:18]C)=[O:17])([OH:5])=[O:4]>O.CO.C(OCC)(=O)C>[C:16]([CH2:15][C:7]1[CH:8]=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=[CH:11][C:6]=1[C:3]([OH:5])=[O:4])([OH:18])=[O:17]

참가 물질

6

반응물 2

HCID 14798Sodium HydroxideHCID 105900782-(1,3-Dimethoxy-1,3-dioxopropan-2-yl)-4-nitrobenzoic acid

생성물 1

HCID 71720252-(Carboxymethyl)-4-nitrobenzoic acid수율 23.3%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

A solution of sodium hydroxide (5.0 g, 125 mmol) in water (60 mL) was added to a solution of dimethyl 2-(2-carboxy-5-nitrophenyl)malonate (7.0 g, 21.5 mmol) in methanol (60 mL) at room temperature. After the reaction solution was stirred at room temperature for 3 hours, methanol was distilled off. The resulting residue was acidified using 1N hydrochloric acid (11 mL). The suspension was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give a crude product. After the crude product was stirred in ethyl acetate (20 mL) at 70 to 80° C. overnight, the temperature was allowed to return to room temperature. The precipitate was collected by filtration, and dried under reduced pressure to give the title compound (1.13 g, 23%).

후처리

  1. distillationmethanol was distilled off
  2. extractionThe suspension was extracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customto give a crude product
  7. customto return to room temperature
  8. filtrationThe precipitate was collected by filtration
  9. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-df486528467a40439168e9efa63e6064
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193351B2

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