Potassium Carbonate → 2-methyl-2-[N-(3,4-methylenedioxybenzyl)-N-methylamino]propanol

HRID 1613192노트

반응식

HRID 1613192 반응식
[CH3:1][C:2]([NH:6][CH3:7])([CH3:5])[CH2:3][OH:4].[CH2:8]1[O:18][C:17]2[CH:16]=[CH:15][C:12]([CH2:13]Cl)=[CH:11][C:10]=2[O:9]1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH3:1][C:2]([N:6]([CH2:13][C:12]1[CH:15]=[CH:16][C:17]2[O:18][CH2:8][O:9][C:10]=2[CH:11]=1)[CH3:7])([CH3:5])[CH2:3][OH:4]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 887131,3-Benzodioxole, 5-(chloromethyl)-HCID 4227802-Methyl-2-methylamino-1-propanol

생성물 1

HCID 544862242-methyl-2-[N-(3,4-methylenedioxybenzyl)-N-methylamino]propanol수율 58%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 2-methyl-2-methylaminopropanol (1.5 g), 3,4-methylenedioxybenzyl chloride (2.5 g) and potassium carbonate (2 g) in acetonitrile (50 ml) was heated under reflux for 4 hours and evaporated. The residue was partitioned between ether and 2M hydrochloric acid and the acidic layer was washed with methylene chloride, basified with 10% aqueous sodium carbonate solution and extracted into methylene chloride. The organic extract was dried over magnesium sulphate and evaporated to give essentially pure 2-methyl-2-[N-(3,4-methylenedioxybenzyl)-N-methylamino]propanol as a yellow oil (2.0 g, 58%) which was used directly in Example 34. A small portion of this product was dissolved in ether and the solution was treated with excess saturated ethereal hydrogen chloride and evaporated. The residue was triturated with acetone/ethyl acetate to give the title compound as a colourless solid, m.p. 157°-159°.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 4 hours
  3. customevaporated
  4. customThe residue was partitioned between ether and 2M hydrochloric acid
  5. washthe acidic layer was washed with methylene chloride
  6. extractionextracted into methylene chloride
  7. extractionThe organic extract
  8. dry with materialwas dried over magnesium sulphate
  9. customevaporated

출처 및 근거

ORD 기록
ord-918dbfc0cb474489870cd382c91a5f79
출처 데이터셋
uspto-grants-1993_03
특허 번호
US05192765

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