Ethyl Acetate → N-(2-t-Butyl-5-carboxyphenyl)-3-(4-acetyl-2-methoxyphenyl)octanamide

HRID 1637545ノート

反応式

HRID 1637545 の反応式
C[N+]1([O-])CCOCC1.[C:9]([C:13]1[CH:18]=[CH:17][C:16]([C:19]([O:21]C)=[O:20])=[CH:15][C:14]=1[NH:23][C:24](=[O:43])[CH2:25][CH:26]([C:32]1[CH:37]=[CH:36][C:35]([CH:38]([OH:40])[CH3:39])=[CH:34][C:33]=1[O:41][CH3:42])[CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])([CH3:12])([CH3:11])[CH3:10].C(OCC)(=O)C>C(Cl)Cl.CCCCCC.[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC>[C:9]([C:13]1[CH:18]=[CH:17][C:16]([C:19]([OH:21])=[O:20])=[CH:15][C:14]=1[NH:23][C:24](=[O:43])[CH2:25][CH:26]([C:32]1[CH:37]=[CH:36][C:35]([C:38](=[O:40])[CH3:39])=[CH:34][C:33]=1[O:41][CH3:42])[CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])([CH3:10])([CH3:11])[CH3:12]

参加物

7

反応物 3

HCID 8857Ethyl AcetateHCID 82029Methyl morpholine oxideHCID 19348677N-(2-t-butyl-5-methoxycarbonylphenyl)-3-[4-(1-hydroxyethyl)-2-methoxyphenyl)-octanamide

生成物 1

HCID 19348740N-(2-t-Butyl-5-carboxyphenyl)-3-(4-acetyl-2-methoxyphenyl)octanamide収率 101.2%

試薬・触媒・溶媒 3

HCID 178419074HCID 178419074、化合物触媒HCID 6344Dichloromethane溶媒HCID 8058Hexane溶媒2 回

実験手順

500 mg of 4A molecular sieves and 185 mg (1.58 mmol) of 4-methylmorpholin-4-oxide were added to a solution of 466 mg (0.964 mmol) of N-(2-t-butyl-5-methoxycarbonylphenyl)-3-[4-(1-hydroxyethyl)-2-methoxyphenyl)octanamide [prepared as described in step (i) above] in 10 ml of methylene chloride, and the resulting mixture was stirred at room temperature for 10 minutes. At the end of this time, 34 mg (0.097 mmol) of tetrapropylammonium perruthenate were added to the mixture. The reaction mixture was stirred at room temperature for 1 hour, after which it was diluted with hexane and the diluted solution was subjected to column chromatography through 25 g of silica gel, using a 1:1 by volume mixture of ethyl acetate and hexane as the eluent, to give 456 mg (yield 98%) of the title ketone derivative as a foam-like substance.

後処理

  1. stirringThe reaction mixture was stirred at room temperature for 1 hour

出典と根拠

ORDレコード
ord-98ddd4ab6a184930a54dec09708bc09d
出典データセット
uspto-grants-2000_03
特許番号
US06040339

反応ノート

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