Pyridine → 12-[(2-Methylprop-2-enoyl)oxy]dodecanoic acid

HRID 279774

反応式

HRID 279774 の反応式
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14].N1C=CC=CC=1.[C:22](Cl)(=[O:26])[C:23]([CH3:25])=[CH2:24]>O1CCCC1>[C:22]([O:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])(=[O:26])[C:23]([CH3:25])=[CH2:24]

参加物

5

反応物 3

HCID 1049PyridineHCID 13528Methacryloyl chlorideHCID 7903412-Hydroxydodecanoic Acid

生成物 1

HCID 1288000312-[(2-Methylprop-2-enoyl)oxy]dodecanoic acid収率 53%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

To a solution of 2.16 g of 12-hydroxydodecanoic acid in 30 ml of tetrahydrofuran (THF) is added 1.09 g of pyridine. The mixture is cooled to 0° C. and a solution of 1.04 g of methacryloyl chloride in 15 ml of THF is added dropwise. The mixture is allowed to warm to room temperature while stirring and is then stirred at ambient temperature for 12 hours. The solvent is then removed under reduced pressure and the residual solid is dissolved in 25 ml of diethylether. The solution is washed with distilled water, dried over magnesium sulfate and then evaporated to dryness. The product is purified by chromatography, using a 1:2 mixture of ethylacetate and hexane to give 1.5 g (53% yield) of 12-methacryloyloxydodecanoic acid.

後処理

  1. temperatureto warm to room temperature
  2. stirringis then stirred at ambient temperature for 12 hours
  3. customThe solvent is then removed under reduced pressure
  4. dissolutionthe residual solid is dissolved in 25 ml of diethylether
  5. washThe solution is washed with distilled water
  6. dry with materialdried over magnesium sulfate
  7. customevaporated to dryness
  8. customThe product is purified by chromatography
  9. additiona 1:2 mixture of ethylacetate and hexane

出典と根拠

ORDレコード
ord-99b296fbf2e847c594dfe9451a369d03
出典データセット
uspto-grants-1986_05
特許番号
US04587055

関連ノート

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