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

HRID 235548
ノート
印刷プレビュー

反応式

HRID 235548 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

With efficient stirring, 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.

後処理

  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

出典と根拠

ORDレコード
ord-65d2d740e7b04bf0a9c2c6717e3e2219
出典データセット
uspto-grants-1987_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04640703

反応ノート

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