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Potassium Carbonate → 2-(4-benzyloxyphenoxy)propionic acid N-cyano-N-methylamide

HRID 845692
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HRID 845692 반응식
[C:1]([N:3]([CH3:9])[C:4](=[O:8])[CH:5](Br)[CH3:6])#[N:2].C1(C(C2[C:23]([CH2:24][O:25][CH2:26][C:27]3[C:32](C4C(=CC=C(O)C=4)O)=[CH:31][CH:30]=[CH:29][CH:28]=3)=[CH:22][CH:21]=[CH:20][CH:19]=2)=CC(=CC=1)O)O.C(=O)([O-])[O-:42].[K+].[K+]>CN(C)C=O>[C:1]([N:3]([CH3:9])[C:4](=[O:8])[CH:5]([O:42][C:21]1[CH:20]=[CH:19][C:24]([O:25][CH2:26][C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)=[CH:23][CH:22]=1)[CH3:6])#[N:2]
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 537447922-Bromopropionic acid N-cyano-N-methylamideHCID 1317110222-[2-[[2-(2,5-Dihydroxyphenyl)phenyl]methoxymethyl]phenyl]benzene-1,4-diol

생성물 1

HCID 545263512-(4-benzyloxyphenoxy)propionic acid N-cyano-N-methylamide수율 63%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

With efficient stirring, B 19.1 g (0.1 mole) of 2-bromopropionic acid N-cyano-N-methylamide are added dropwise to a solution of 20.0 g (0.1 mole) of hydroquinone monobenzyl ether and 16.5 g (0.12 mole) of potassium carbonate in 200 ml of dimethylformamide. After the slightly exothermic reaction has subsided, the reaction mixture is heated for 3 hours to 40° C. The precipitated salts are then removed by filtration and the filtrate is concentrated by evaporation. The residue is dissolved in ether and the ether solution is extracted with dilute sodium hydroxide solution. The organic phase is dried over sodium sulfate, the solvent is evaporated off and the residue is distilled in vacuo, affording 19.5 g (63% of theory) of 2-(4-benzyloxyphenoxy)propionic acid N-cyano-N-methylamide with a melting point of 56°-58° C.

후처리

  1. customAfter the slightly exothermic reaction
  2. temperaturethe reaction mixture is heated for 3 hours to 40° C
  3. customThe precipitated salts are then removed by filtration
  4. concentrationthe filtrate is concentrated by evaporation
  5. dissolutionThe residue is dissolved in ether
  6. extractionthe ether solution is extracted with dilute sodium hydroxide solution
  7. dry with materialThe organic phase is dried over sodium sulfate
  8. customthe solvent is evaporated off
  9. distillationthe residue is distilled in vacuo

출처 및 근거

ORD 기록
ord-b8a4e543e28e4193a37b5632288dddc1
출처 데이터셋
uspto-grants-1988_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04759796

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