Bromide ion → 1-Boc-4-Methylenepiperidine

HRID 47338

反応式

HRID 47338 の反応式
[Br-].O=[C:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1.[C:16](O[K])(C)(C)C>O1CCCC1>[CH2:16]=[C:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:5][CH2:4]1

参加物

5

反応物 3

HCID 259Bromide ionHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 178418922HCID 178418922、化合物

生成物 1

HCID 27568081-Boc-4-Methylenepiperidine収率 95.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

47.2 g of methyltoluphenylphosphonium bromide and 21.9 g of tert-butyl 4-oxo-1-piperidinecarboxylate were added to a mixture of 14.8 g tert-butoxy potassium and 300 ml tetrahydrofuran, and stirred for 40 min at room temperature. The reaction solution was evaporated, diethyl ether was added thereto, and then filtered through Celite. The filtrate was washed with water and brine, dried over anhydrous magnesium sulfate, and then filtered. The filtrate was evaporated, and the resulting residue was subjected to silica gel column chromatography to give 20.8 g of tert-butyl 4-methylene-1-piperidinecarboxylate.

後処理

  1. customThe reaction solution was evaporated
  2. additiondiethyl ether was added
  3. filtrationfiltered through Celite
  4. washThe filtrate was washed with water and brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customThe filtrate was evaporated

出典と根拠

ORDレコード
ord-aea03e6a9ab1404ab6329c48f4861d88
出典データセット
uspto-grants-2004_03
特許番号
US06699870B2

関連ノート

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