Sodium Bromide → 6-bromomethyl-3,5-dimethyl-4-methoxymethoxy-2H-pyran-2-one

HRID 1357187ノート

反応式

HRID 1357187 の反応式
[Br-:1].[Na+].[CH3:3][C:4]1[C:5](=[O:21])[O:6][C:7]([CH2:15]OS(C)(=O)=O)=[C:8]([CH3:14])[C:9]=1[O:10][CH2:11][O:12][CH3:13]>CN(C=O)C>[Br:1][CH2:15][C:7]1[O:6][C:5](=[O:21])[C:4]([CH3:3])=[C:9]([O:10][CH2:11][O:12][CH3:13])[C:8]=1[CH3:14]

参加物

4

反応物 2

HCID 253881Sodium BromideHCID 120829703,5-dimethyl-4-methoxymethoxy-6-(methylsulfonyloxy)methyl-2H-pyran-2-one

生成物 1

HCID 120829716-bromomethyl-3,5-dimethyl-4-methoxymethoxy-2H-pyran-2-one

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Sodium bromide (500 mg) was added to a solution of 3,5-dimethyl-4-methoxymethoxy-6-(methylsulfonyloxy)methyl-2H-pyran-2-one (1.35 g) in DMF (20 ml), and after the stirring the mixture at room temperature for one hour, the reaction solution was concentrated under reduced pressure. Water was added to the residue, extraction was performed with AcOEt, and the organic layer was dried with Na2SO4 and then filtered and concentrated. The residue was purified by silica gel column chromatography (n-hexane/AcOEt=1/1) to obtain 6-bromomethyl-3,5-dimethyl-4-methoxymethoxy-2H-pyran-2-one.

後処理

  1. concentrationthe reaction solution was concentrated under reduced pressure
  2. additionWater was added to the residue, extraction
  3. dry with materialthe organic layer was dried with Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography (n-hexane/AcOEt=1/1)

出典と根拠

ORDレコード
ord-cf7f029ff12b4c058965df3a2b7b11e3
出典データセット
uspto-grants-2003_07
特許番号
US06589984B1

反応ノート

読み込み中…