4-Chlorobenzoic Acid → Methyl 3-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-4-aminobenzoate

HRID 2417481ノート

反応式

HRID 2417481 の反応式
[CH2:1]([O:3][C:4]([CH2:6][NH:7][CH2:8][C:9]1[CH:10]=[C:11]([CH:16]=[CH:17][C:18]=1[N+:19]([O-])=O)[C:12]([O:14][CH3:15])=[O:13])=[O:5])[CH3:2].C(N(CC)CC)C.[Cl:29][C:30]1[CH:38]=[CH:37][C:33]([C:34](O)=[O:35])=[CH:32][CH:31]=1.[H][H]>ClCCl.C(OCC)(=O)C.[Pd]>[Cl:29][C:30]1[CH:38]=[CH:37][C:33]([C:34]([CH2:2][CH2:1][O:3][C:4]([CH2:6][NH:7][CH2:8][C:9]2[CH:10]=[C:11]([CH:16]=[CH:17][C:18]=2[NH2:19])[C:12]([O:14][CH3:15])=[O:13])=[O:5])=[O:35])=[CH:32][CH:31]=1

参加物

8

反応物 4

HCID 63184-Chlorobenzoic AcidHCID 8471TriethylamineHCID 22632382Methyl 3-[(ethoxycarbonylmethylamino)methyl]-4-nitrobenzoateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 69892547Methyl 3-[((4-chlorobenzoyl)ethoxycarbonylmethylamino)methyl]-4-aminobenzoate

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 6344Dichloromethane溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

2.2 g (6.14 mmol) of methyl 3-[(ethoxycarbonylmethylamino)-methyl]-4-nitrobenzoate was dissolved in 50 ml of dichloromethane. 4 mg (0.023 mmol) of 2-chloro-1,3-dimethylimidazonium chloride, 1.29 ml (9.2 mmol) of triethylamine and 1.16 g (7.3 mmol) of 4-chlorobenzoic acid were added to the obtained solution, and they were stirred overnight. After the treatment with dichloromethane as the extracting solvent by an ordinary method, the obtained crude product was dissolved in 20 ml of ethyl acetate. 200 mg of 10% palladium/carbon was added to the obtained solution and they were stirred in the presence of hydrogen at room temperature for 5 hours. The reaction mixture was filtered through Celite and the solvent was evaporated to obtain the crude product.

後処理

  1. filtrationThe reaction mixture was filtered through Celite
  2. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-bf48037024d24fb3aa3fcfdd82d810bd
出典データセット
uspto-grants-2004_11
特許番号
US06825191B2

反応ノート

読み込み中…