ethyl N-(2-phenoxyethyl)piperidine-3-carboxylate → N-(2-phenoxyethyl)piperidine-3-carbaldehyde

HRID 962465

反応式

HRID 962465 の反応式
[H-].C([Al+]CC(C)C)C(C)C.[O:11]([CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][CH2:23][CH:22]([C:26](OCC)=[O:27])[CH2:21]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C1COCC1>[O:11]([CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][CH2:23][CH:22]([CH:26]=[O:27])[CH2:21]1)[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

参加物

4

反応物 2

HCID 19085394ethyl N-(2-phenoxyethyl)piperidine-3-carboxylateHCID 21225700Diisobutylaluminumhydride

生成物 1

HCID 19085423N-(2-phenoxyethyl)piperidine-3-carbaldehyde

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Di-isobutylaluminium hydride (13.2 ml of 1.5M solution in toluene) was added to a mixture of ethyl N-(2-phenoxyethyl)piperidine-3-carboxylate (5.0 g) in dry THF (50 ml) at 0° C. under nitrogen with stirring. The mixture was quenched with water (5 ml) and then treated with saturated Rochelles salt solution. The mixture was stirred at room temperature for 30 minutes and then filtered. The filtrate was separated and the organic layer was washed, dried and evaporated to give N-(2-phenoxyethyl)piperidine-3-carbaldehyde as an oil.

後処理

  1. customThe mixture was quenched with water (5 ml)
  2. additiontreated with saturated Rochelles salt solution
  3. stirringThe mixture was stirred at room temperature for 30 minutes
  4. filtrationfiltered
  5. customThe filtrate was separated
  6. washthe organic layer was washed
  7. customdried
  8. customevaporated

出典と根拠

ORDレコード
ord-86a32a8d7c7c4ddf816e1c1dd0855d91
出典データセット
uspto-grants-1998_06
特許番号
US05760035

関連ノート

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