1-Chloromethylnaphthalene → 2-Cyanoethyl-alpha-naphthylmethylmalonic acid diethyl ester

HRID 4588

Reaktionsgleichung

Reaktionsgleichung von HRID 4588
C(CCC([CH2:9][C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12][CH:11]=1)C(O)=O)#N.[CH2:20]([O:22][C:23](=[O:34])[CH:24]([CH2:30][CH2:31][C:32]#[N:33])[C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH3:21].[H-].[Na+].ClCC1C2C(=CC=CC=2)C=CC=1>CN(C=O)C>[CH2:28]([O:27][C:25](=[O:26])[C:24]([CH2:30][CH2:31][C:32]#[N:33])([CH2:9][C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[CH:12][CH:11]=1)[C:23]([O:22][CH2:20][CH3:21])=[O:34])[CH3:29]

Komponenten

6

Versuchsvorschrift

4-Cyano-2(R,S)-α-naphthylmethylbutyric acid: 2.13 g of 2-cyanoethylmalonic acid diethyl ester are added to a suspension of 0.48 g of sodium hydride dispersion in 25 ml of DMF. The reaction mixture is stirred for 2 hours at 80° and then, at room temperature, 1.77 g of α-chloromethylnaphthalene in 5 ml of DMF are added. The mixture is further stirred for 16 hours at 50° and then concentrated by evaporation. The residue is dissolved in ethyl acetate, washed with 0.1N hydrochloric acid and water, dried over sodium sulphate and concentrated by evaporation, leaving 2-cyanoethyl-α-naphthylmethylmalonic acid diethyl ester.

Aufarbeitung

  1. stirringThe mixture is further stirred for 16 hours at 50°
  2. concentrationconcentrated by evaporation
  3. dissolutionThe residue is dissolved in ethyl acetate
  4. washwashed with 0.1N hydrochloric acid and water
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-e0ff61d3b6514a55bc0cf587e046c10f
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04727060

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