Hydrochloric Acid → 4-(1-Methyl-1-{[3-(trifluoromethyl)phenyl]sulfonyl}ethyl)piperidine

HRID 1873832

反応式

HRID 1873832 の反応式
[CH3:1][C:2]([CH:17]1[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH2:18]1)([S:4]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=1)(=[O:6])=[O:5])[CH3:3].Cl>C(OCC)(=O)C>[CH3:3][C:2]([CH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1)([S:4]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:15])([F:14])[F:16])[CH:8]=1)(=[O:5])=[O:6])[CH3:1]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 59447405Tert-butyl 4-(1-methyl-1-{[3-(trifluoromethyl)phenyl]sulfonyl}ethyl)piperidine-1-carboxylate

生成物 1

HCID 594474094-(1-Methyl-1-{[3-(trifluoromethyl)phenyl]sulfonyl}ethyl)piperidine

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a 250 ml round bottom flask was added tert-butyl 4-(1-methyl-1-{[3-(trifluoromethyl)phenyl]sulfonyl}ethyl)piperidine-1-carboxylate from the previous step, 60 ml ethyl acetate and 60 ml 3N HCl. The reaction mixture was heated at reflux for 3 hours. NMR showed complete conversion. The volatiles were removed and the residue was dissolved in 50 ml water, washed with 50 ml ether. The aqueous portion was basified with addition of KOH and extracted twice with 60 ml ethyl acetate. The extracts were dried over sodium sulfate, filtered and concentrated to give 3.5 g colorless solid.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 3 hours
  3. customThe volatiles were removed
  4. dissolutionthe residue was dissolved in 50 ml water
  5. washwashed with 50 ml ether
  6. additionThe aqueous portion was basified with addition of KOH
  7. extractionextracted twice with 60 ml ethyl acetate
  8. dry with materialThe extracts were dried over sodium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated

出典と根拠

ORDレコード
ord-5b42719bb7de4a0dadd881be296d3a79
出典データセット
uspto-grants-2012_11
特許番号
US08304434B2

関連ノート

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