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

HRID 322490

反応式

HRID 322490 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

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.).

後処理

  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.)

出典と根拠

ORDレコード
ord-759468f54e614c279f16fe414fa89104
出典データセット
uspto-grants-2001_04
特許番号
US06211241B1

関連ノート

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