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

HRID 279774

반응식

HRID 279774 반응식
[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]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 13528Methacryloyl chlorideHCID 7903412-Hydroxydodecanoic Acid

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-99b296fbf2e847c594dfe9451a369d03
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04587055

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