Diethyl Ether → tert-Butyl 4-(2-oxoethyl)piperidine-1-carboxylate

HRID 29750

反応式

HRID 29750 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][OH:16])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(OCC)C>C(Cl)Cl>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH:15]=[O:16])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 3283Diethyl EtherHCID 8541401-(tert-Butoxycarbonyl)-4-(2-hydroxyethyl)piperidine

生成物 1

HCID 10353694tert-Butyl 4-(2-oxoethyl)piperidine-1-carboxylate収率 57.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Periodinane (36.1 g, 85.2 mmol) was added to 4-(2-hydroxy-ethyl)-piperidine-1-carboxylic acid tert-butyl ester (15.0 g, 65.5 mmol) in CH2Cl2 (230 mL) and stirred for 90 min. Diethyl ether (560 ml) was added and precipitates were removed by extraction with 10% Na2S2O3/saturated NaHCO3 (1:1, 350 mL). The organic layer was washed with 0.5 M NaOH solution and brine. The organic phase was dried and concentrated under reduced pressure to yield 4-(2-Oxo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester (8.50 g, 57%).

後処理

  1. customprecipitates
  2. customwere removed by extraction with 10% Na2S2O3/saturated NaHCO3 (1:1, 350 mL)
  3. washThe organic layer was washed with 0.5 M NaOH solution and brine
  4. customThe organic phase was dried
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-8ffa763dca444f9da4392566c089c738
出典データセット
uspto-grants-2008_09
特許番号
US07423012B2

関連ノート

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