Ethyl 1-benzylpiperidine-3-carboxylate → (1-Benzylpiperidin-3-yl)methanol

HRID 603182ノート

反応式

HRID 603182 の反応式
[CH2:1]([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([C:14](OCC)=[O:15])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH2:1]([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([CH2:14][OH:15])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 2736370Ethyl 1-benzylpiperidine-3-carboxylateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 10398044(1-Benzylpiperidin-3-yl)methanol収率 99%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
5 °C

実験手順

To a solution of ethyl 1-benzylpiperidine-3-carboxylate (1.0 g) in tetrahydrofuran (10 mL) at 5° C. under argon was added a 1M solution of lithium aluminium hydride (4.04 mL) dropwise. The mixture was stirred for 1 hour at 5° C. and then quenched by the dropwise addition of ethyl acetate (5 mL). The mixture was warmed to room temperature and dichloromethane (150 mL) was added followed by saturated aqueous sodium potassium tartrate (50 mL). The mixture was stirred vigorously overnight. The layers were separated and the organic layer was dried over magnesium sulfate and evaporated to give the title compound as a colourless oil (0.82 g, 99%).

後処理

  1. customquenched by the dropwise addition of ethyl acetate (5 mL)
  2. temperatureThe mixture was warmed to room temperature
  3. additiondichloromethane (150 mL) was added
  4. stirringThe mixture was stirred vigorously overnight
  5. customThe layers were separated
  6. dry with materialthe organic layer was dried over magnesium sulfate
  7. customevaporated

出典と根拠

ORDレコード
ord-3ad5ea49dec14c8b820aff1feb992a31
出典データセット
uspto-grants-2011_03
特許番号
US07906645B2

反応ノート

読み込み中…