Potassium Carbonate → (1-Isopropylpiperidin-4-yl)methanol

HRID 491832노트

반응식

HRID 491832 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH:7]([N:10]1[CH2:15][CH2:14][CH:13]([C:16](OCC)=[O:17])[CH2:12][CH2:11]1)([CH3:9])[CH3:8].[OH-].[Na+].C(=O)([O-])[O-].[K+].[K+]>O1CCCC1.O>[CH:7]([N:10]1[CH2:15][CH2:14][CH:13]([CH2:16][OH:17])[CH2:12][CH2:11]1)([CH3:9])[CH3:8]

참가 물질

7

반응물 4

HCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 19900430Ethyl 1-isopropylpiperidine-4-carboxylateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 11147855(1-Isopropylpiperidin-4-yl)methanol수율 108.7%

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매2회

실험 절차

Lithium aluminum hydride (1.10 g) is suspended in tetrahydrofuran (80 ml), and thereto is added a solution of ethyl 1-isopropylpiperidine-4-carboxylate (5.00 g) obtained in Reference Example 127 in tetrahydrofuran (30 ml) dropwise under ice-cooling. The reaction solution is stirred for 2 hours under the ice-cooling, and water (1.1 ml), 15% aqueous sodium hydroxide solution (1.1 ml) and water (3.3 ml) are added dropwise successively and stirred for additional 10 minutes. To the resulting reaction solution is added potassium carbonate, and the mixture is stirred for 20 minutes, and then the insoluble materials are removed by filtration. The filtrate is concentrated under reduced pressure, and then the resulting residue is purified by NH-silica gel column chromatography (eluent: chloroform/ethyl acetate=1/1) to give (1-isopropylpiperidin-4-yl)methanol (4.29 g).

후처리

  1. temperaturecooling
  2. temperaturecooling
  3. customTo the resulting reaction solution
  4. stirringthe mixture is stirred for 20 minutes
  5. customthe insoluble materials are removed by filtration
  6. concentrationThe filtrate is concentrated under reduced pressure
  7. customthe resulting residue is purified by NH-silica gel column chromatography (eluent: chloroform/ethyl acetate=1/1)

출처 및 근거

ORD 기록
ord-2e9d5c35b9f74938a9120bf8095b8a39
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07531537B2

반응 노트

불러오는 중…