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Dimethyl Sulfide → 2-tert-Butyl-2-[(4-chlorophenoxy)methyl]oxirane

HRID 371485
ノート
印刷プレビュー

反応式

HRID 371485 の反応式
CSC.S([O:9][CH3:10])(OC)(=O)=O.C[O-].[Na+].[Cl:14][C:15]1[CH:28]=[CH:27][C:18]([O:19][CH2:20][C:21](=O)[C:22]([CH3:25])([CH3:24])[CH3:23])=[CH:17][CH:16]=1>C(#N)C>[Cl:14][C:15]1[CH:28]=[CH:27][C:18]([O:19][CH2:20][C:21]2([C:22]([CH3:23])([CH3:24])[CH3:25])[CH2:10][O:9]2)=[CH:17][CH:16]=1
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 4

HCID 1068Dimethyl SulfideHCID 6497Dimethyl SulfateHCID 905182-Butanone, 1-(4-chlorophenoxy)-3,3-dimethyl-HCID 10942334Sodium Methoxide

生成物 1

HCID 127636212-tert-Butyl-2-[(4-chlorophenoxy)methyl]oxirane収率 84%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile
溶媒
3 回

実験手順

A solution of 162 ml (2.2 moles) of dimethyl sulphide in 400 ml of absolute acetonitrile was added to a solution of 189 ml (2.0 moles) of dimethyl sulphate in 1,200 ml of absolute acetonitrile at room temperature. The reaction mixure was stirred overnight at room temperature. 118.8 g (2.2 moles) of sodium methylate were then added. The mixture was stirred for 30 minutes and a solution of 272 g (1.2 moles) of 1-(4-chlorophenoxy)-3,3-dimethyl-butan-2-one in 600 ml of absolute acetonitrile was then added dropwise in the course of 30 minutes. The reaction mixture was subsequently stirred overnight. It was then concentrated, the residue was partitioned between water and ethyl acetate, the organic phase was separated off, washed twice with water and once with saturated sodium chloride solution, dried over sodium sulphate and concentrated and the residue was distilled in vacuo. 242.4 g (84% of theory) of 2-(4-chlorophenoxy-methyl)-2-tert.-butyl-oxirane of boiling point 115°-22° C./0.003 mm Hg column and of melting point 50°-52° were obtained.

後処理

  1. stirringThe mixture was stirred for 30 minutes
  2. waitThe reaction mixture was subsequently stirred overnight
  3. concentrationIt was then concentrated
  4. customthe residue was partitioned between water and ethyl acetate
  5. customthe organic phase was separated off
  6. washwashed twice with water and once with saturated sodium chloride solution
  7. dry with materialdried over sodium sulphate
  8. concentrationconcentrated
  9. distillationthe residue was distilled in vacuo

出典と根拠

ORDレコード
ord-4ee8f622e2c445e49182ca7d9bdd8be6
出典データセット
uspto-grants-1985_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04532341

反応ノート

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