Trifluoroacetic acid → 4-(4-Chlorophenyl)-4-methoxypiperidine

HRID 242596ノート

反応式

HRID 242596 の反応式
C(OC([N:8]1[CH2:13][CH2:12][C:11]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)([O:14][CH3:15])[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[Cl:22][C:19]1[CH:20]=[CH:21][C:16]([C:11]2([O:14][CH3:15])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[CH:17][CH:18]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 219975781-Tert-butoxycarbonyl-4-(4-chlorophenyl)-4-methoxypiperidine

生成物 1

HCID 224946584-(4-Chlorophenyl)-4-methoxypiperidine収率 97%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

4-(4-Chloro-phenyl)-4-methoxy-piperidine-1-carboxylic acid tert-butyl ester (0.108 g, 0.331 mmol) was dissolved in methylene chloride (6 mL) and cooled in an ice bath. Trifluoroacetic acid (2 mL) was added slowly dropwise. The mixture was stirred for 2 hr as it warmed to room temperature. The reaction mixture was concentrated in vacuo and then redissolved in methylene chloride and washed with saturated sodium bicarbonate (2×10 mL). The pooled aqueous layers were extracted with methylene chloride (2×10 mL). The methylene chloride extracts were pooled, dried over magnesium sulfate, filtered and concentrated in vacuo to give 4-(4-Chloro-phenyl)-4-methoxy-piperidine as a clear oil (72 mg, 97%).

後処理

  1. temperaturecooled in an ice bath
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. dissolutionredissolved in methylene chloride
  4. washwashed with saturated sodium bicarbonate (2×10 mL)
  5. extractionThe pooled aqueous layers were extracted with methylene chloride (2×10 mL)
  6. dry with materialdried over magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-10aea24c3fbb43b2b30af2aab97e0266
出典データセット
uspto-grants-2014_02
特許番号
US08653096B2

反応ノート

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