Benzhydrol → 4-((Diphenylmethoxy)methyl)piperidine

HRID 565639ノート

反応式

HRID 565639 の反応式
[CH:1]([OH:14])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:15]1[CH2:20][CH2:19][CH:18]([CH2:21]O)[CH2:17][CH2:16]1.C12(CS(O)(=O)=O)C(C)(C)C(CC1)CC2=O.[OH-].[Na+]>C1(C)C=CC=CC=1>[C:2]1([CH:1]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[O:14][CH2:21][CH:18]2[CH2:19][CH2:20][NH:15][CH2:16][CH2:17]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 7037BenzhydrolHCID 14798Sodium HydroxideHCID 18462Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 4207714-Piperidinemethanol

生成物 1

HCID 27624204-((Diphenylmethoxy)methyl)piperidine収率 94.3%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

In a reactor fitted with a water trap, a mixture of benzhydrol (3.7 g), 4-piperidinemethanol (2.3 g), camphor-10-sulfonic acid (7.0 g), and toluene (30 mL) was refluxed for 2 hours. After cooling, 35 mL of 1N-aqueous sodium hydroxide was added and the reaction mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous NaCl, dried over MgSO4, and concentrated under reduced pressure to provide 5.3 g of the title compound. Yield 94%. This product was not further purified but directly submitted to the next reaction.

後処理

  1. customIn a reactor fitted with a water trap
  2. temperaturewas refluxed for 2 hours
  3. temperatureAfter cooling
  4. extractionthe reaction mixture was extracted with ethyl acetate
  5. washThe extract was washed with saturated aqueous NaCl
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-ffaa66633f364377b4f75262acee6899
出典データセット
uspto-grants-2001_01
特許番号
US06172085B2

反応ノート

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