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Methyl iodide → 6-[4-(3,4-Dichloro-phenylsulfinyl)-butoxy]-1,4,4-trimethyl-4H-3,1-benzoxazin-2-one

HRID 463078
ノート
印刷プレビュー

反応式

HRID 463078 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([S:9]([CH2:11][CH2:12][CH2:13][CH2:14][O:15][C:16]2[CH:17]=[CH:18][C:19]3[NH:24][C:23](=[O:25])[O:22][C:21]([CH3:27])([CH3:26])[C:20]=3[CH:28]=2)=[O:10])[CH:5]=[CH:6][C:7]=1[Cl:8].[CH3:29]I.[OH-].[Na+]>C(Cl)Cl.S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>[Cl:1][C:2]1[CH:3]=[C:4]([S:9]([CH2:11][CH2:12][CH2:13][CH2:14][O:15][C:16]2[CH:17]=[CH:18][C:19]3[N:24]([CH3:29])[C:23](=[O:25])[O:22][C:21]([CH3:26])([CH3:27])[C:20]=3[CH:28]=2)=[O:10])[CH:5]=[CH:6][C:7]=1[Cl:8]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 132539416-[4-(3,4-Dichloro-phenylsulfinyl)-butoxy]-4,4-dimethyl-4H-3,1-benzoxazin-2-one

生成物 1

HCID 132540206-[4-(3,4-Dichloro-phenylsulfinyl)-butoxy]-1,4,4-trimethyl-4H-3,1-benzoxazin-2-one

試薬・触媒・溶媒 2

HCID 94433Tetrabutylammonium hydrogen sulfate触媒
HCID 6344
Dichloromethane
溶媒

実験手順

A solution of 1.1 gm (0.0025 mol) of 6-[4-(3,4-dichloro-phenylsulfinyl)-butoxy]-4,4-dimethyl-4H-3,1-benzoxazin-2-one and 1 ml of methyl iodide in 30 ml of methylene chloride are mixed with 30 ml of 2N sodium hydroxide solution (0.06 mol) and a spatula tip of tetrabutylammonium hydrogen sulfate, and the mixture is stirred for 18 hours at ambient temperature. The organic phase is separated, washed twice with water, and dried with sodium sulfate, and the methylene chloride is distilled off. The residue is purified by column chromatography [silica gel; chloroform/acetone (40:1)]. The uniform fractions are concentrated by evaporation, the residue is stirred with diisopropylether, and the crystal slurry is subjected to suction filtration and dried.

後処理

  1. customThe organic phase is separated
  2. washwashed twice with water
  3. dry with materialdried with sodium sulfate
  4. distillationthe methylene chloride is distilled off
  5. customThe residue is purified by column chromatography [silica gel; chloroform/acetone (40:1)]
  6. concentrationThe uniform fractions are concentrated by evaporation
  7. filtrationthe crystal slurry is subjected to suction filtration
  8. customdried

出典と根拠

ORDレコード
ord-f2849dca1ed8412ab98283ff14962e73
出典データセット
uspto-grants-1985_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04518597

反応ノート

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