1-Butanol → HCID 68467290、化合物

HRID 1623581ノート

反応式

HRID 1623581 の反応式
[H-].[Na+].[CH2:3]([OH:7])[CH2:4][CH2:5][CH3:6].Cl[C:9]1[CH:14]=[CH:13][N+:12]([O-:15])=[C:11]([CH3:16])[C:10]=1[CH3:17]>CS(C)=O.O>[CH2:3]([O:7][C:9]1[CH:14]=[CH:13][N+:12]([O-:15])=[C:11]([CH3:16])[C:10]=1[CH3:17])[CH2:4][CH2:5][CH3:6]

参加物

6

反応物 3

HCID 2631-ButanolHCID 24758Sodium hydrideHCID 98774464-Chloro-2,3-dimethyl-1-oxidopyridin-1-ium

生成物 1

HCID 68467290HCID 68467290、化合物収率 96.4%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒2 回HCID 962Water溶媒2 回

反応条件

温度
30 °C

実験手順

To a solution prepared by diluting 8.6 g (2.0 eq.) of 60% sodium hydride with 200 mL of dimethylsulfoxide, 16.0 g (2.0 eq.) of 1-butanol was added, and the mixture was allowed to react for one hour at 60° C. The reaction liquid was cooled to 30° C., and then a liquid containing 17.0 g of 4-chlor-2,3-dimethylpyridine-1-oxide dissolved in dimethylsulfoxide (70 mL) was added dropwise. The mixture was allowed to react for 3 hours at 40 to 50° C., and was left to stand overnight at room temperature. 15 mL of water was added to the reaction liquid, and the mixture was concentrated, to obtain a residue in the form of a black paste. Subsequently, the residue was dissolved in 500 mL of water, and then the aqueous solution was extracted three times with 670 mL of chloroform. The extract was dried over anhydrous magnesium sulfate, and was concentrated to dryness under reduced pressure. The obtained residue was purified on a silica gel column, to obtain 20.3 g of 4-butoxy-2,3-dimethylpyridine-1-oxide.

後処理

  1. customTo a solution prepared
  2. additionwas added
  3. customto react for one hour at 60° C
  4. customThe reaction liquid
  5. additionwas added dropwise
  6. customto react for 3 hours at 40 to 50° C.
  7. waitwas left
  8. concentrationthe mixture was concentrated
  9. customto obtain a residue in the form of a black paste
  10. extractionthe aqueous solution was extracted three times with 670 mL of chloroform
  11. dry with materialThe extract was dried over anhydrous magnesium sulfate
  12. concentrationwas concentrated to dryness under reduced pressure
  13. customThe obtained residue was purified on a silica gel column

出典と根拠

ORDレコード
ord-1ae6ecb7c4cb43cd9374e5f24f033eef
出典データセット
uspto-grants-2014_07
特許番号
US08778975B2

反応ノート

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