1,2-Dichloroethane → (E)-3-(dimethylamino)-5-(4-hydroxy-3,5-dimethylstyryl)-N-propylbenzamide

HRID 2368879Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2368879
[CH3:1][N:2]([CH3:26])[C:3]1[CH:4]=[C:5]([CH:9]=[C:10](/[CH:12]=[CH:13]/[C:14]2[CH:19]=[C:18]([CH3:20])[C:17]([O:21]COC)=[C:16]([CH3:25])[CH:15]=2)[CH:11]=1)[C:6](O)=[O:7].C(Cl)CCl.C1C=[N:35][C:34]2N(O)N=N[C:33]=2[CH:32]=1.C(N)CC>CN(C1C=CN=CC=1)C.CN(C=O)C.CCOC(C)=O>[CH3:26][N:2]([CH3:1])[C:3]1[CH:4]=[C:5]([CH:9]=[C:10](/[CH:12]=[CH:13]/[C:14]2[CH:15]=[C:16]([CH3:25])[C:17]([OH:21])=[C:18]([CH3:20])[CH:19]=2)[CH:11]=1)[C:6]([NH:35][CH2:34][CH2:33][CH3:32])=[O:7]

Komponenten

8

Edukt 4

HCID 111,2-DichloroethaneHCID 7852PropylamineHCID 181649HOAtHCID 67262210(E)-3-(dimethylamino)-5-(4-(methoxymethoxy)-3,5-dimethylstyryl)benzoic acid

Produkt 1

HCID 67256446(E)-3-(dimethylamino)-5-(4-hydroxy-3,5-dimethylstyryl)-N-propylbenzamide

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 5 (80 mg, 0.225 mmol), EDC (88 mg, 0.45 mmol), HOAT (61.2 mg, 0.45 mmol), and DMAP (5.5 mg, 0.045 mmol) in 2 mL of DMF was added propylamine (37.8 □L, 0.45 mmol) at room temperature. The reaction mixture was stirred overnight (about 18 hours) and diluted with EtOAc. The solution was washed with brine and dried with Na2SO4. The solution was filtered and concentrated.

Aufarbeitung

  1. washThe solution was washed with brine
  2. dry with materialdried with Na2SO4
  3. filtrationThe solution was filtered
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-2202c4e260094d93a5bcdcb72b704ca9
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08703815B2

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