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

HRID 491832ノート

反応式

HRID 491832 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

HCID 11147855(1-Isopropylpiperidin-4-yl)methanol収率 108.7%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-2e9d5c35b9f74938a9120bf8095b8a39
出典データセット
uspto-grants-2009_05
特許番号
US07531537B2

反応ノート

読み込み中…