Potassium Carbonate → 4-(3-Chlorophenoxy)piperidine

HRID 463306ノート

反応式

HRID 463306 の反応式
CNCCCC1(C2C=CC(F)=CC=2)OCCO1.C(=O)([O-])[O-].[K+].[K+].BrCC([N:28]1[CH2:33][CH2:32][CH:31]([O:34][C:35]2[CH:40]=[CH:39][CH:38]=[C:37]([Cl:41])[CH:36]=2)[CH2:30][CH2:29]1)=O.C(=O)(O)[O-].[Na+].C(O)(=O)C(O)=O.FC1C=CC(C2(CCCN(CC(N3CCC(OC4C=CC=C(Cl)C=4)CC3)=O)C)OCCO2)=CC=1>C(O)C>[Cl:41][C:37]1[CH:36]=[C:35]([CH:40]=[CH:39][CH:38]=1)[O:34][CH:31]1[CH2:30][CH2:29][NH:28][CH2:33][CH2:32]1

参加物

7

反応物 5

HCID 11430Potassium CarbonateHCID 516892Sodium BicarbonateHCID 133357082-[3-(Methylamino)propyl]-2-(4-fluorophenyl)-1,3-dioxolaneHCID 20283061N-(2-bromoacetyl)-4-(m-chlorophenoxy)piperidineHCID 202831291-{N-{3-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]propyl}-N-methylaminoacetyl}-4-(3-chlorophenoxy)piperidine oxalate

生成物 1

HCID 27353174-(3-Chlorophenoxy)piperidine

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

To a suspension of 2-[3-(methylamino)propyl]-2-(4-fluorophenyl)-1,3-dioxolane (7.2 g, 30.0 mmol), potassium carbonate (10.6 g, 76.8 mmol) and 120 ml of ethanol at 0° was added dropwise a solution of N-(2-bromoacetyl)-4-(3-chlorophenoxy)piperidine (11.3 g, 34.0 mmol) in 120 ml of ethanol. The solution was stirred 1 hour at room temperature and at reflux for 1 hour. The mixture was poured into saturated sodium bicarbonate, extracted with methylene chloride, washed with water and dried over magnesium sulfate. Filtration followed by evaporation of the solvent provided an oil. Yield: 11.0 g of 1-{N-{3-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]propyl}-N-methylaminoacetyl}-4-(3-chlorophenoxy)piperidine oxalate. Yield from 4-(3-chlorophenoxy)piperidine: 43%; from N-(2-bromoacetyl)-4-(3-chlorophenoxy)piperidine: 77%.

後処理

  1. temperatureat reflux for 1 hour
  2. extractionextracted with methylene chloride
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. filtrationFiltration
  6. customfollowed by evaporation of the solvent
  7. customprovided an oil

出典と根拠

ORDレコード
ord-36976273ec844bba84cba99274933333
出典データセット
uspto-grants-1985_05
特許番号
US04518713

反応ノート

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