Ethyl 1-phenylpiperidine-4-carboxylate → 1-Phenylpiperidine-4-carbaldehyde

HRID 1068428ノート

反応式

HRID 1068428 の反応式
[C:1]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)(OCC)=[O:2].[H-].C([Al+]CC(C)C)C(C)C>C1COCC1.C1(C)C=CC=CC=1>[CH:1]([CH:6]1[CH2:7][CH2:8][N:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:10][CH2:11]1)=[O:2]

参加物

5

反応物 2

HCID 6470Ethyl 1-phenylpiperidine-4-carboxylateHCID 21225700Diisobutylaluminumhydride

生成物 1

HCID 138429921-Phenylpiperidine-4-carbaldehyde

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

The product from Example 28, Step C is dissolved in THF and cooled to −78° C. under nitrogen. A solution of diisobutylaluminum hydride (1 eq.) in toluene is added dropwise. After 30 min, the reaction is quenched with saturated sodium potassium tartrate solution. The mixture is extracted with ethyl acetate, and the organic phase washed with saturated brine, and dried over MgSO4. Filtration and concentration provides the title compound

後処理

  1. customthe reaction is quenched with saturated sodium potassium tartrate solution
  2. extractionThe mixture is extracted with ethyl acetate
  3. washthe organic phase washed with saturated brine
  4. dry with materialdried over MgSO4
  5. filtrationFiltration and concentration

出典と根拠

ORDレコード
ord-4c33572b981449f3a3679a6c3c1f1327
出典データセット
uspto-grants-2001_06
特許番号
US06248756B1

反応ノート

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