Hydrochloric Acid → Adamantan-2-yl-isopropyl-amine

HRID 1393045노트

반응식

HRID 1393045 반응식
Cl.[CH:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]3)[C:3]1=O)[CH2:9]2.[CH:13]([NH2:16])([CH3:15])[CH3:14].C([BH3-])#N.C([N+](CCCC)(CCCC)CCCC)CCC>ClCCl>[CH:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]3)[CH:3]1[NH:16][CH:13]([CH3:15])[CH3:14])[CH2:9]2

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 6363IsopropylamineHCID 64151AdamantanoneHCID 2724287Tetrabutylammonium (cyano-C)trihydroborate

생성물 1

HCID 43406547Adamantan-2-yl-isopropyl-amine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Methanolic HCl (2.5 M; 13.3 mmol) is added to a solution of 2-adamantanone (1.00 g, 6.7 mmol) in dichloromethane (25 mL) and then isopropylamine (2.5 mL, 29.4 mmol) is added, followed by tetrabutylammonium cyanoborohydride (1.41 g, 5 mmol) and approximately 1 g of 4A molecular sieves. The reaction mixture is stirred at room temperature until the reaction is complete, as judged by TLC. Then the mixture is filtered and the filtrate is acidified to pH 1 with 1 M HCl, and the solvent is evaporated. The residue is taken up in water and extracted with ether. The aqueous layer is made basic to pH 10 with NaOH solution and the resulting mixture is extracted several times with ether. The combined ether layers are washed with water and brine, dried (magnesium sulfate), filtered, and evaporated to give adamantan-2-yl-isopropyl-amine.

후처리

  1. filtrationThen the mixture is filtered
  2. customthe solvent is evaporated
  3. extractionextracted with ether
  4. extractionthe resulting mixture is extracted several times with ether
  5. washThe combined ether layers are washed with water and brine
  6. dry with materialdried (magnesium sulfate)
  7. filtrationfiltered
  8. customevaporated

출처 및 근거

ORD 기록
ord-db52c959e4af456d85dcdaea4184d317
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07345058B2

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