Ethyl Acetate → 5-Aminomethyl-2-(3-dipropylaminobutyl)-1-methoxymethoxy-indane

HRID 2080737노트

반응식

HRID 2080737 반응식
[C:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH:8]([O:12][CH2:13][O:14][CH3:15])[CH:7]([CH2:16][CH2:17][CH:18]([N:20]([CH2:24][CH2:25][CH3:26])[CH2:21][CH2:22][CH3:23])[CH3:19])[CH2:6]2)#[N:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].C(OCC)(=O)C.C(C(C(C([O-])=O)O)O)([O-])=O.[Na+].[K+]>C1COCC1.CO>[NH2:2][CH2:1][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH:8]([O:12][CH2:13][O:14][CH3:15])[CH:7]([CH2:16][CH2:17][CH:18]([N:20]([CH2:24][CH2:25][CH3:26])[CH2:21][CH2:22][CH3:23])[CH3:19])[CH2:6]2

참가 물질

7

반응물 4

HCID 8857Ethyl AcetateHCID 9855836Potassium sodium tartarateHCID 21226445Aluminium lithium hydrideHCID 230792975-Cyano-2-(3-dipropylaminobutyl)-1-methoxymethoxy-indane

생성물 1

HCID 230793035-Aminomethyl-2-(3-dipropylaminobutyl)-1-methoxymethoxy-indane수율 43%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

The compound (436 mg) obtained in Example 11-9 was dissolved in THF (21.8 ml) and added with lithium aluminum hydride (138.7 mg) and the whole was stirred at room temperature for 24 hours. The reaction solution was added with ethyl acetate, methanol, and a 10% aqueous potassium sodium tartrate solution, and the whole was stirred for 1 hour, followed by extraction with chloroform. The extract was washed with a saturated saline solution and then dried with anhydrous sodium sulfate, followed by concentration under reduced pressure. The residue was purified through silica gel column chromatography (chloroform/ethyl acetate), thereby obtaining the subject compound (189.7 mg) as a yellow oily substance.

후처리

  1. extractionfollowed by extraction with chloroform
  2. washThe extract was washed with a saturated saline solution
  3. dry with materialdried with anhydrous sodium sulfate
  4. concentrationfollowed by concentration under reduced pressure
  5. customThe residue was purified through silica gel column chromatography (chloroform/ethyl acetate)

출처 및 근거

ORD 기록
ord-58cccafe73214123929eba88514ec334
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07932281B2

반응 노트

불러오는 중…