N-methyl-2-pyrrolidone → 6,6'-Dimethyl-2,2',3',4'-tetramethoxy-5-trifluoromethyl-benzophenone

HRID 611719ノート

反応式

HRID 611719 の反応式
Br[C:2]1[CH:3]=[CH:4][C:5]([O:24][CH3:25])=[C:6]([C:22]=1[CH3:23])[C:7]([C:9]1[C:14]([CH3:15])=[CH:13][C:12]([O:16][CH3:17])=[C:11]([O:18][CH3:19])[C:10]=1[O:20][CH3:21])=[O:8].[F:26][C:27]([F:32])([F:31])C([O-])=O.[Na+].CN1CCCC1=O>CCOCC.O.[Cu]I>[CH3:23][C:22]1[C:6]([C:7]([C:9]2[C:14]([CH3:15])=[CH:13][C:12]([O:16][CH3:17])=[C:11]([O:18][CH3:19])[C:10]=2[O:20][CH3:21])=[O:8])=[C:5]([O:24][CH3:25])[CH:4]=[CH:3][C:2]=1[C:27]([F:32])([F:31])[F:26]

参加物

7

反応物 3

HCID 13387N-methyl-2-pyrrolidoneHCID 517019Sodium TrifluoroacetateHCID 6451057Metrafenone

生成物 1

HCID 226713936,6'-Dimethyl-2,2',3',4'-tetramethoxy-5-trifluoromethyl-benzophenone

試薬・触媒・溶媒 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

反応条件

温度
160 °C

実験手順

A mixture of 63C (6.15 g, 0.015 mol), sodium trifluoroacetate (9.52 g, 0.07 mol), copper-(I)iodide (13.37 g, 0.07 mol) and 1-N-methyl-2-pyrrolidinone (100 ml) is heated to 160° C. for 118 hours. The reaction mixture is cooled to room temperature and diluted with ether and water. The organic phase is separated and concentrated and the residue is purified by column chromatography (petrol ether:ethyl acetate, 95:5 v/v) yielding the pure product as white crystals, 1.3 g, (22%) having a melting point of 95-96° C.

後処理

  1. temperatureThe reaction mixture is cooled to room temperature
  2. customThe organic phase is separated
  3. concentrationconcentrated
  4. customthe residue is purified by column chromatography (petrol ether:ethyl acetate, 95:5 v/v)

出典と根拠

ORDレコード
ord-ce0e17e919c2490d9f747aa244f6f4a0
出典データセット
uspto-grants-1999_12
特許番号
US06001883

反応ノート

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