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

HRID 1380638노트

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HRID 1380638 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-c39d5e366b2f440fac5b146d43dae0f8
출처 데이터셋
uspto-grants-1986_04
특허 번호
US04582913

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