Trichloroacetonitrile → (4-Bromophenyl)(phenyl)methyl 2,2,2 trichloroethanimidoate

HRID 1180444

Reaktionsgleichung

Reaktionsgleichung von HRID 1180444
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[OH:9])=[CH:4][CH:3]=1.[H-].[Na+].[Cl:18][C:19]([Cl:23])([Cl:22])[C:20]#[N:21]>CCOCC>[Cl:18][C:19]([Cl:23])([Cl:22])[C:20](=[NH:21])[O:9][CH:8]([C:5]1[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][CH:6]=1)[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Komponenten

5

Edukt 3

HCID 11011TrichloroacetonitrileHCID 24758Sodium hydrideHCID 98221p-Bromobenzhydryl alcohol

Produkt 1

HCID 69473260(4-Bromophenyl)(phenyl)methyl 2,2,2 trichloroethanimidoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

(4-bromophenyl)(phenyl)methanol from example 67 step 2 (175 g, 0.665 mol) was dissolved in Et2O (700 mL) and sodium hydride (2.66 g of 60% dispension in oil, 0.067 mol, 0.1 eg) was added. Reaction mixture was cooled to 0° C. and trichloroacetonitrile (96 g, 0.665 mol, 1 eg) was added dropwise over 15 min. Reaction mixture was allowed to warm to room temperature and stirred for 1.5 hours. Mixture was evaporated to dryness and solid was stirred in hexane for 18 hours. The solid was filtered to give the product.

Aufarbeitung

  1. customReaction mixture
  2. customReaction mixture
  3. temperatureto warm to room temperature
  4. customMixture was evaporated to dryness and solid
  5. stirringwas stirred in hexane for 18 hours
  6. filtrationThe solid was filtered
  7. customto give the product

Quellen und Nachweise

ORD-Eintrag
ord-d6773aef15e24433a995ccf9c597147b
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07279478B2

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