Triethylamine → (R)-3-chloro-1-(4-chlorophenethyl)homopiperidine

HRID 1859437ノート

反応式

HRID 1859437 の反応式
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([CH2:6][CH2:7][N:8]2[CH2:13][CH2:12][CH2:11][CH2:10][C@@H:9]2[CH2:14]O)=[CH:4][CH:3]=1.C(N(CC)CC)C.CS([Cl:29])(=O)=O.C(=O)([O-])O.[Na+]>ClCCl>[Cl:29][C@@H:12]1[CH2:11][CH2:10][CH2:14][CH2:9][N:8]([CH2:7][CH2:6][C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:17][CH:16]=2)[CH2:13]1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 69898564(R)-1-(4-chlorophenethyl)-2-hydroxymethylpiperidine

生成物 1

HCID 22975050(R)-3-chloro-1-(4-chlorophenethyl)homopiperidine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

(R)-1-(4-chlorophenethyl)-2-hydroxymethylpiperidine (354 mg) was dissolved in 10 ml of dichloromethane. Triethylamine (184 mg, 1.82 mmol) and methanesulfonyl chloride (208 mg, 1.82 mmol) were added to the obtained solution under stirring under cooling on ice. They were stirred under cooling on ice for 1 hour and then at room temperature for 14 hours. The reaction liquid was distributed in dichloromethane and saturated aqueous sodium hydrogencarbonate solution. The organic layer was dried over magnesium sulfate, and the solvent was evaporated under reduced pressure to obtain (R)-3-chloro-1-(4-chlorophenethyl) homopiperidine in the form of a light yellow oil (380 mg, 100%).

後処理

  1. temperatureunder cooling on ice
  2. stirringThey were stirred
  3. temperatureunder cooling on ice for 1 hour
  4. customThe reaction liquid
  5. dry with materialThe organic layer was dried over magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-109409f3662748098499735181eb5e5d
出典データセット
uspto-grants-2003_03
特許番号
US06528504B2

反応ノート

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