Triethylamine → (r)-3-Chloro-1-(3,4-methylenedioxyphenethyl)homopiperidine

HRID 1859433ノート

反応式

HRID 1859433 の反応式
O[CH2:2][C@H:3]1[CH2:8][CH2:7][CH2:6][CH2:5][N:4]1[CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]2[O:17][CH2:18][O:19][C:13]=2[CH:12]=1.C(N(CC)CC)C.CS([Cl:31])(=O)=O.C(=O)([O-])O.[Na+]>ClCCl>[Cl:31][C@@H:6]1[CH2:7][CH2:8][CH2:2][CH2:3][N:4]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]3[O:17][CH2:18][O:19][C:13]=3[CH:12]=2)[CH2:5]1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 69900546(R)-2-hydroxymethyl-1-(3,4-methylenedioxyphenethyl)piperidine

生成物 1

HCID 22975048(r)-3-Chloro-1-(3,4-methylenedioxyphenethyl)homopiperidine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

(R)-2-Hydroxymethyl-1-(3,4-methylenedioxyphenethyl)piperidine (370 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-(3,4-methylenedioxyphenethyl) homopiperidine in the form of a light yellow oil (375 mg, 95%).

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-1430b5b56f194122a425053d6abf33ae
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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