1-Naphthalenemethanamine → 4-Oxo-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid-(naphthalene-1-ylmethyl)-amide

HRID 322490

Reaktionsgleichung

Reaktionsgleichung von HRID 322490
[C:1]1([CH2:11][NH2:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[O:13]=[C:14]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:17]([C:24](O)=[O:25])[CH2:16][CH2:15]1>CN(C1C=CN=CC=1)C.C(Cl)Cl>[C:1]1([CH2:11][NH:12][C:24]([CH:17]2[C:18]3[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:14](=[O:13])[CH2:15][CH2:16]2)=[O:25])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 2

HCID 83551-NaphthalenemethanamineHCID 2532491,2,3,4-Tetrahydro-4-oxo-1-naphthoic acid

Produkt 1

HCID 227196674-Oxo-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid-(naphthalene-1-ylmethyl)-amide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 1-naphthalenemethylamine (1.37 g, 7.2 mmol), 4-oxo-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid (1.13 g, 7.2 mmol) ECD (2.87 g, 15 mmol), and DMAP (1.83 g, 15 mmol) in CH2Cl2 (20 mL) was stirred at room temperature. After 12 h, the reaction mixture was concentrated and the residue was purified by flash column chromatography (2-5% MeOH in CH3Cl to yield the product (2.29 g, 97% liht yellow solid, m.p. 155-156° C.).

Aufarbeitung

  1. concentrationthe reaction mixture was concentrated
  2. customthe residue was purified by flash column chromatography (2-5% MeOH in CH3Cl
  3. customto yield the product (2.29 g, 97% liht yellow solid, m.p. 155-156° C.)

Quellen und Nachweise

ORD-Eintrag
ord-759468f54e614c279f16fe414fa89104
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06211241B1

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