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Diethyl Ether → 2-[4-(1-Hydroxy-1-methylethyl)benzoylamino]-N-(4-methoxyphenyl)benzamide

HRID 395713
ノート
印刷プレビュー

反応式

HRID 395713 の反応式
[C:1]([C:4]1[CH:29]=[CH:28][C:7]([C:8]([NH:10][C:11]2[CH:27]=[CH:26][CH:25]=[CH:24][C:12]=2[C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)=[O:14])=[O:9])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[CH3:30][Mg]Br.C(OCC)C>O1CCCC1>[OH:3][C:1]([C:4]1[CH:29]=[CH:28][C:7]([C:8]([NH:10][C:11]2[CH:27]=[CH:26][CH:25]=[CH:24][C:12]=2[C:13]([NH:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)=[O:14])=[O:9])=[CH:6][CH:5]=1)([CH3:30])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 106439802-(4-Acetylbenzoylamino)-N-(4-methoxyphenyl)benzamideHCID 178418573HCID 178418573、化合物

生成物 1

HCID 117955102-[4-(1-Hydroxy-1-methylethyl)benzoylamino]-N-(4-methoxyphenyl)benzamide収率 14%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 2-(4-acetylbenzoylamino)-N-(4-methoxyphenyl)benzamide (161 mg, 0.410 mmol) in tetrahydrofuran (10 mL) cooled to 0° C. was added 3 M methyl magnesium bromide in diethyl ether (0.2 mL, 0.6 mmol). After 1 h, the reaction mixture was quenched with saturated aqueous ammonium chloride solution (2 mL), diluted with ether, and washed with water. The organic layer. was dried (magnesium sulfate), filtered, and concentrated in vacuo. The residue was chromatographed (silica gel, 15% ethyl acetate/85% hexanes to 35% ethyl acetate/65% hexanes) to give 24 mg (14%) of the title compound as a white solid.

後処理

  1. customthe reaction mixture was quenched with saturated aqueous ammonium chloride solution (2 mL)
  2. additiondiluted with ether
  3. washwashed with water
  4. dry with materialwas dried (magnesium sulfate)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe residue was chromatographed (silica gel, 15% ethyl acetate/85% hexanes to 35% ethyl acetate/65% hexanes)

出典と根拠

ORDレコード
ord-47163348016c448c9dd91ece419a82a9
出典データセット
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06605626B2

反応ノート

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