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Water → methyl N-(2-chloro-5-cyanomethylbenzyl)carbamate

HRID 2414263
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2414263
Br[CH2:2][C:3]1[CH:4]=[CH:5][C:6]([Cl:15])=[C:7]([CH:14]=1)[CH2:8][NH:9][C:10](=[O:13])[O:11][CH3:12].[C-:16]#[N:17].[Na+].O.C(OCC)(=O)C>CN(C)C=O>[Cl:15][C:6]1[CH:5]=[CH:4][C:3]([CH2:2][C:16]#[N:17])=[CH:14][C:7]=1[CH2:8][NH:9][C:10](=[O:13])[O:11][CH3:12]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 8929Sodium CyanideHCID 22645123methyl N-(5-bromomethyl-2-chlorobenzyl)carbamate

Produkt 1

HCID 12151315methyl N-(2-chloro-5-cyanomethylbenzyl)carbamateAusbeute 69,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228
Dimethylformamide
Lösungsmittel

Versuchsvorschrift

2.3 g of the methyl N-(5-bromomethyl-2-chlorobenzyl)carbamate obtained in Reference Example 3 was dissolved in 20 ml of N,N-dimethylformamide, and 0.43 g of sodium cyanide was added thereto at 0° C. Stirring was carried out at 0° C. for 1 hour, and stirring was carried out further for 4 hours at room temperature, then water was added to the reaction mixture, extraction with ethyl acetate was carried out, and the organic solvent was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained crude crystals were washed with hexane to obtain 1.3 g of methyl N-(2-chloro-5-cyanomethylbenzyl)carbamate as white crystals.

Aufarbeitung

  1. customat 0° C
  2. stirringstirring
  3. waitwas carried out further for 4 hours at room temperature
  4. dry with materialthe organic solvent was dried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off under reduced pressure
  6. customthe obtained crude crystals
  7. washwere washed with hexane

Quellen und Nachweise

ORD-Eintrag
ord-a9ec752451f644f3b4de74b0f20d79a4
Quelldatensatz
uspto-grants-2004_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06812229B1

Notizen zur Reaktion

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