Trichloroacetonitrile → (4-Bromophenyl)(thien-3-yl)methyl 2,2,2-trichloroethammidoate

HRID 1180388Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1180388
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:10]2[CH:14]=[CH:13][S:12][CH:11]=2)[OH:9])=[CH:4][CH:3]=1.[H-].[Na+].[Cl:17][C:18]([Cl:22])([Cl:21])[C:19]#[N:20]>C(OCC)C>[Cl:17][C:18]([Cl:22])([Cl:21])[C:19](=[NH:20])[O:9][CH:8]([C:5]1[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][CH:6]=1)[C:10]1[CH:14]=[CH:13][S:12][CH:11]=1

Komponenten

5

Edukt 3

HCID 11011TrichloroacetonitrileHCID 24758Sodium hydrideHCID 49962536(4-Bromophenyl)(thiophen-3-yl)methanol

Produkt 1

HCID 69473113(4-Bromophenyl)(thien-3-yl)methyl 2,2,2-trichloroethammidoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a solution of (4-bromophenyl)(thien-3-yl)methanol from step 1 (632 mg, 2.36 mmol) in diethyl ether (2.5 mL) at 0° C. was added sodium hydride (6 mg, 0.24 mmol). Then trichloroacetonitrile was added dropwise (237 μL, 2.36 mmol) over 15 minutes and the reaction was allowed to warm to room temperature for 3 hours. The reaction was then filtered over celite and concentrated under reduced pressure. The resulting crude compound was used as such in the next step.

Aufarbeitung

  1. filtrationThe reaction was then filtered over celite and
  2. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-75e5a14f24f343bbb1f14ea62e29a683
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07279478B2

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