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Triethylamine → alpha-Pivaloyl-alpha-(1-benzyl-5-(2-hydroxyethoxy)hydantoin-3-yl)-2-chloroacetanilide

HRID 1886308
ノート
印刷プレビュー

反応式

HRID 1886308 の反応式
[CH2:1]([N:8]1[CH:14]([O:15][CH2:16][CH2:17][OH:18])[C:12](=[O:13])[NH:11][C:9]1=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.Br[C:27]([C:38](=[O:43])[C:39]([CH3:42])([CH3:41])[CH3:40])([Cl:37])[C:28]([NH:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:29]>C(Cl)Cl>[C:38]([C:27]([N:11]1[C:12](=[O:13])[CH:14]([O:15][CH2:16][CH2:17][OH:18])[N:8]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:9]1=[O:10])([Cl:37])[C:28]([NH:30][C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)=[O:29])(=[O:43])[C:39]([CH3:42])([CH3:41])[CH3:40]
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 8471TriethylamineHCID 19875675alpha-Bromo-2-pivaloyl-2-chloroacetanilideHCID 198756771-Benzyl-5-(2-hydroxyethoxy)hydantoin

生成物 1

HCID 19875676alpha-Pivaloyl-alpha-(1-benzyl-5-(2-hydroxyethoxy)hydantoin-3-yl)-2-chloroacetanilide収率 84%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

51.5 g of 1-benzyl-5-(2-hydroxyethoxy)hydantoin and 20 g of triethylamine were dissolved in 500 ml of methylene chloride, and a solution of 34.8 g of α-bromo-α-pivaloyl-2-chloroacetanilide in 200 ml of methylene chloride was dropwise added thereto in about 1 hour. After completion of the dropwise addition, the solution was stirred for 2 hours. Then, the reaction solution was washed twice with 300 ml of dilute hydrochloric acid, and twice with 300 ml of water. After drying the reaction solution with sodium sulfate, it was concentrated and purified by silica gel chromatography to obtain 42.2 g of oily α-pivaloyl-α-(1-benzyl-5-(2-hydroxyethoxy)hydantoin-3-yl)-2-chloroacetanilide. (Yield: 84%)

後処理

  1. additionAfter completion of the dropwise addition
  2. washThen, the reaction solution was washed twice with 300 ml of dilute hydrochloric acid
  3. dry with materialAfter drying the reaction solution with sodium sulfate, it
  4. concentrationwas concentrated
  5. custompurified by silica gel chromatography

出典と根拠

ORDレコード
ord-0fc41d387b2545538bbb81422a745e05
出典データセット
uspto-grants-1992_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05151356

反応ノート

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