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

HRID 44126

反応式

HRID 44126 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-ed19f7c11f3d4a8095282b42ad8ac6c4
出典データセット
uspto-grants-2013_09
特許番号
US08541157B2

関連ノート

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