Hydrogen Bromide → 4H-1,3-Dioxin-4-one, 5-bromo-2,2,6-trimethyl-

HRID 1380638ノート

反応式

HRID 1380638 の反応式
[Br:1]Br.[CH3:3][C:4]1([CH3:12])[O:9][C:8](=[O:10])[CH:7]=[C:6]([CH3:11])[O:5]1.Br.CCOCC.CCCCCC>C(Cl)Cl>[Br:1][C:7]1[C:8](=[O:10])[O:9][C:4]([CH3:12])([CH3:3])[O:5][C:6]=1[CH3:11]

参加物

6

反応物 4

HCID 260Hydrogen BromideHCID 24408BromineHCID 793682,2,6-Trimethyl-4H-1,3-dioxin-4-oneHCID 21584099Diethylether hexane

生成物 1

HCID 103534354H-1,3-Dioxin-4-one, 5-bromo-2,2,6-trimethyl-収率 75%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Bromine (0.105 mol, 5.38 ml) was added dropwise to a 20° C. solution of 2,2,6-trimethyl-4H-1,3-dioxin-4-one (TKD, 0.1 mol, 14.2 g) in 100 ml CH2Cl2 over five minutes. The reaction solution was rapidly decolorized and hydrogen bromide evolved. After 15 minutes, the solvent was removed in vacuo to provide 22 g (99%, >95% pure by NMR) of a pale yellow oil which solidified upon refrigeration. Flash chromatography (10% ether/hexane on silica) afforded 16.5 g (75%) of the title compound as colorless plates.

後処理

  1. customthe solvent was removed in vacuo
  2. customto provide 22 g (99%, >95% pure by NMR) of a pale yellow oil which

出典と根拠

ORDレコード
ord-c39d5e366b2f440fac5b146d43dae0f8
出典データセット
uspto-grants-1986_04
特許番号
US04582913

反応ノート

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