Dichloromethane → 2-Methyl-2-adamantanol

HRID 325120

반응식

HRID 325120 반응식
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

참가 물질

6

반응물 3

HCID 6344DichloromethaneHCID 64151AdamantanoneHCID 178418573HCID 178418573, 화합물

생성물 1

HCID 1365452-Methyl-2-adamantanol수율 80%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-e0229c0964154a90b611bc7fdebb00f5
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06222061B1

연결된 노트

불러오는 중…