Methyl iodide → 3-Methoxy-1-adamantylamine

HRID 1276475

반응식

HRID 1276475 반응식
[H-].[K+].[NH2:3][C:4]12[CH2:13][CH:8]3[CH2:9][CH:10]([CH2:12][C:6]([OH:14])([CH2:7]3)[CH2:5]1)[CH2:11]2.I[CH3:16]>O1CCCC1.C(Cl)Cl>[CH3:16][O:14][C:6]12[CH2:12][CH:10]3[CH2:9][CH:8]([CH2:13][C:4]([NH2:3])([CH2:11]3)[CH2:5]1)[CH2:7]2

참가 물질

6

반응물 3

HCID 6328Methyl iodideHCID 82127Potassium hydrideHCID 6586453-Amino-1-adamantanol

생성물 1

HCID 221162623-Methoxy-1-adamantylamine

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매2회

실험 절차

To a stirred, ice-water chilled suspension of potassium hydride (0.680 gm; 5.95 mmol) in 15.0 ml of tetrahydofuran is added a mixture of 1-aminoadamantane-3-ol (1.00 g; 5.95 mmol) and 15.0 ml of tetrahydrofuran dropwise over 30 minutes. The resulting mixture is then stirred for an addition 30 minutes and iodomethane (0.370 ml; 5.95 mmol) is then added dropwise over one minute. The resulting opaque white reaction is then stirred at room temperature for 18 hours. The mixture is then diluted with 50 ml of methylene chloride and filtered to remove the inorganic impurities. The filtrate is then concentrated and purified on silica gel employing a SIMS/Biotage apparatus and 19% methanol and 19% ammonium hydroxide in methylene chloride as eluent to yield 3-methoxy-1-adamantylamine as an opaque oil.

후처리

  1. additionis added
  2. additionis then added dropwise over one minute
  3. customThe resulting opaque white reaction
  4. filtrationfiltered
  5. customto remove the inorganic impurities
  6. concentrationThe filtrate is then concentrated
  7. custompurified on silica gel employing a SIMS/Biotage apparatus and 19% methanol and 19% ammonium hydroxide in methylene chloride as eluent

출처 및 근거

ORD 기록
ord-62ba3b4ece474033aa5cd3df8d48c07c
출처 데이터셋
uspto-grants-2000_12
특허 번호
US06166063

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