Sulfuric Acid → 1,7-Diacetamido-3,5-dimethyladamantane

HRID 23825

반응식

HRID 23825 반응식
[C:1]([NH:4][C:5]12[CH2:14][C:9]3([CH3:15])[CH2:10][CH:11]([CH2:13][C:7]([CH3:16])([CH2:8]3)[CH2:6]1)[CH2:12]2)(=[O:3])[CH3:2].S(=O)(=O)(O)O.[OH-:22].[Na+].[C:24](#[N:26])[CH3:25]>>[C:1]([NH:4][C:5]12[CH2:14][C:9]3([CH3:15])[CH2:10][C:11]([NH:26][C:24](=[O:22])[CH3:25])([CH2:13][C:7]([CH3:16])([CH2:8]3)[CH2:6]1)[CH2:12]2)(=[O:3])[CH3:2]

참가 물질

5

반응물 4

HCID 1118Sulfuric AcidHCID 6342AcetonitrileHCID 14798Sodium HydroxideHCID 5276209N-(3,5-dimethyl-1-adamantyl)acetamide

생성물 1

HCID 28424991,7-Diacetamido-3,5-dimethyladamantane

반응 조건

온도
0 °C

실험 절차

1-Acetamido-3,5-dimethyladamantane (2) (10 g) was added slowly to concentrated sulfuric acid (120 mL) cooled to 0° C. in a salt-ice bath. The solution was stirred at 0° C. for 1 h. Acetonitrile (23 mL) was then added dropwise. The reaction mixture was stirred at 0° C. for 2 h, and then at room temperature for 1 h. The reaction mixture was poured into ice-water. Saturated sodium hydroxide solution was added with cooling. The precipitate (dark solid) was filtered, and discarded. The off-white solid was collected by filtration. Recrystallization afforded 3 as a white solid (6.3 g).

후처리

  1. stirringThe reaction mixture was stirred at 0° C. for 2 h
  2. waitat room temperature for 1 h
  3. temperaturewith cooling
  4. filtrationThe precipitate (dark solid) was filtered
  5. filtrationThe off-white solid was collected by filtration
  6. customRecrystallization

출처 및 근거

ORD 기록
ord-1032908dfd1c4c9aaf47eeaada333d5e
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06852889B2

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