Hydrochloric Acid → (R)-2-(3-bromo-4-cyanophenylamino)-2-phenylacetic acid

HRID 2201058Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2201058
[Br:1][C:2]1[CH:3]=[C:4]([NH:10][C@H:11]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:12]([O:14]C)=[O:13])[CH:5]=[CH:6][C:7]=1[C:8]#[N:9].[OH-].[Na+].Cl.O>C1COCC1.CCOC(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([NH:10][C@H:11]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:12]([OH:14])=[O:13])[CH:5]=[CH:6][C:7]=1[C:8]#[N:9]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 67509405HCID 67509405, Verbindung

Produkt 1

HCID 67509737(R)-2-(3-bromo-4-cyanophenylamino)-2-phenylacetic acidAusbeute 97,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of (R)-methyl 2-(3-bromo-4-cyanophenylamino)-2-phenylacetate (98 mg, 0.28 mmol) in THF (2 mL), 1N aq. NaOH (1.00 mL, 1.00 mmol) was added. After being stirred for 18 h, the solution was acidified with 1N HCl to pH 1-2. Water and EtOAc were added. The organic phase was separated, dried over Na2SO4, concentrated in vacuo to give (R)-2-(3-bromo-4-cyanophenylamino)-2-phenylacetic acid (90 mg).

Aufarbeitung

  1. customThe organic phase was separated
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2fb9c885ffaa4875b322bfcce9ed88ad
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09359375B2

Notizen zur Reaktion

Wird geladen…