Dichloromethane → 2-Methyl-2-adamantanol

HRID 325120

反応式

HRID 325120 の反応式
C[Mg]Br.[CH:4]12[CH2:13][CH:8]3[CH2:9][CH:10]([CH2:12][CH:6]([CH2:7]3)[C:5]1=[O:14])[CH2:11]2.[CH2:15](Cl)Cl>C(OCC)C.O1CCCC1>[CH3:15][C:5]1([OH:14])[CH:6]2[CH2:12][CH:10]3[CH2:9][CH:8]([CH2:13][CH:4]1[CH2:11]3)[CH2:7]2

参加物

6

反応物 3

HCID 6344DichloromethaneHCID 64151AdamantanoneHCID 178418573HCID 178418573、化合物

生成物 1

HCID 1365452-Methyl-2-adamantanol収率 80%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

110 ml of a solution of methyl magnesium bromide (3.0 M) in diethyl ether was diluted with 100 ml of anhydrous tetrahydrofuran (THF). Then, the solution was put into a 1 liter flask and then maintained at 0° C. 2-adamantanone (45 g, 0.3 mol) was dropped slowly using a dropping funnel and then the reaction was stirred at room temperature for about 12 hours. After completion of the reaction, excess THF was removed using a rotary evaporator and then the resultant product was poured into water. Then, the resultant product was neutralized with dilute sulfuric acid and extracted using diethyl ether and was then dried over magnesium sulfate. The obtained crude product was recrystallized using n-hexane and a methylene chloride cosolvent to yield the desired product 2-methyl-2-adamantanol (yield: 80%).

後処理

  1. customThen, the solution was put into a 1 liter flask
  2. customwas removed
  3. customa rotary evaporator
  4. additionthe resultant product was poured into water
  5. extractionextracted
  6. dry with materialwas then dried over magnesium sulfate
  7. customThe obtained crude product
  8. customwas recrystallized

出典と根拠

ORDレコード
ord-e0229c0964154a90b611bc7fdebb00f5
出典データセット
uspto-grants-2001_04
特許番号
US06222061B1

関連ノート

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