Triethylamine → 2-(2-(2-Methyl-2-adamantyloxy)-2-oxoethoxy)-2-oxoethyl methacrylate

HRID 44126

반응식

HRID 44126 반응식
[CH3:1][C:2]1([O:12][C:13](=[O:20])[CH2:14][O:15][C:16](=[O:19])[CH2:17][OH:18])[CH:9]2[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:11][CH:3]1[CH2:4]3)[CH2:8]2.C(N(CC)CC)C.COC1C=CC(O)=CC=1.[C:37](Cl)(=[O:41])[C:38]([CH3:40])=[CH2:39]>C(OCC)C.C1COCC1>[C:37]([O:18][CH2:17][C:16]([O:15][CH2:14][C:13]([O:12][C:2]1([CH3:1])[CH:9]2[CH2:8][CH:7]3[CH2:6][CH:5]([CH2:4][CH:3]1[CH2:11]3)[CH2:10]2)=[O:20])=[O:19])(=[O:41])[C:38]([CH3:40])=[CH2:39]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 90154-MethoxyphenolHCID 13528Methacryloyl chlorideHCID 581059672-(2-(2-Methyl-2-adamantyloxy)-2-oxoethoxy)-2-oxoethanol

생성물 1

HCID 578287412-(2-(2-Methyl-2-adamantyloxy)-2-oxoethoxy)-2-oxoethyl methacrylate수율 97%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

165 g (584 mmol) of 2-(2-(2-methyl-2-adamantyloxy)-2-oxoethoxy)-2-oxoethanol, 2,000 mL of THF, 105 mL (754 mmol) of triethylamine, and 0.165 g (1,000 ppm) of p-methoxyphenol were added to and dissolved in a 2 L three-necked flask equipped with a thermometer, a cooling pipe, and a stirrer. Following completion of the dissolution, 62.7 mL (648 mmol) of methacryloyl chloride was gradually added thereto while cooling in an ice bath. The temperature of the resultant was then elevated to room temperature, and the resultant was stirred for 3 hours. Following the completion of the reaction, 1,000 mL of diethyl ether was added thereto, followed by washing with 200 mL of distilled water 5 times. Thereafter, the extraction liquid was concentrated, thereby obtaining 198 g of an objective substance (namely, a compound 3 having the following structure) in the form of a colorless liquid (yield: 97%, GC purity: 99%).

후처리

  1. dissolutiondissolved in a 2 L three-necked flask
  2. customequipped with a thermometer
  3. additionwas gradually added
  4. temperaturewhile cooling in an ice bath
  5. customwas then elevated to room temperature
  6. additionwas added
  7. washby washing with 200 mL of distilled water 5 times
  8. extractionThereafter, the extraction liquid
  9. concentrationwas concentrated

출처 및 근거

ORD 기록
ord-ed19f7c11f3d4a8095282b42ad8ac6c4
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541157B2

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