Benzyl Chloride → (R)-1-Benzyl-3-methylpiperazine

HRID 1951738ノート

反応式

HRID 1951738 の反応式
[CH3:1][C@@H:2]1[CH2:7][NH:6][CH2:5][CH2:4][NH:3]1.[CH2:8](Cl)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C.[OH-].[Na+]>[CH2:8]([N:6]1[CH2:5][CH2:4][NH:3][C@H:2]([CH3:1])[CH2:7]1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

参加物

6

反応物 3

HCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 73304342-Methylpiperazine, (R)-

生成物 1

HCID 6923226(R)-1-Benzyl-3-methylpiperazine収率 49%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

A mixture of 1.0 g (10 mmol) (R)-2-methylpiperazine, 1.3 g (10 mmol) benzyl chloride and 4.1 g (30 mmol) potassium carbonate in 10 ml ethanol was heated at reflux over night. After cooling to room temperature the reaction mixture was diluted with a 0.5 M aqueous solution of sodium hydroxide and extracted with three portions of dichloromethane. The combined organic extracts were dried over sodium sulfate and concentrated. Flash column chromatography gave 0.93 g (49%) of the title compound as an off-white solid. MS m/e (%): 191 (M+H+, 100)

後処理

  1. temperaturewas heated
  2. temperatureat reflux over night
  3. extractionextracted with three portions of dichloromethane
  4. dry with materialThe combined organic extracts were dried over sodium sulfate
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-bb47dae0217b480a83c0b6e5ccfe3434
出典データセット
uspto-grants-2013_03
特許番号
US08404708B2

反応ノート

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