Sodium hydride → 2-Oxo-[1,4']bipiperidinyl-1'-carboxylic acid benzyl ester

HRID 2221075ノート

反応式

HRID 2221075 の反応式
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][CH:14]([NH:17][C:18](=[O:24])[CH2:19][CH2:20][CH2:21][CH2:22]Cl)[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+]>O1CCCC1>[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][CH:14]([N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][C:18]2=[O:24])[CH2:13][CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 24758Sodium hydrideHCID 233699784-(5-Chloro-pentanoylamino)-piperidine-1-carboxylic acid benzyl ester

生成物 1

HCID 233699802-Oxo-[1,4']bipiperidinyl-1'-carboxylic acid benzyl ester収率 107.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

4-(5-Chloro-pentanoylamino)-piperidine-1-carboxylic acid benzyl ester (15.6 g) was added to a suspension of sodium hydride (2.12 g) in tetrahydrofuran (175 mL). After being stirred overnight, the reaction was quenched with water, then the tetrahydrofuran was removed under reduced pressure. The aqueous solution was diluted with water and extracted with methylene chloride (4×50 mL). The organic extracts were dried and evaporated to give the title compound (15 g). Rf=0.30 in ethyl acetate. MS: m/z=317 (M+H).

後処理

  1. customthe reaction was quenched with water
  2. customthe tetrahydrofuran was removed under reduced pressure
  3. additionThe aqueous solution was diluted with water
  4. extractionextracted with methylene chloride (4×50 mL)
  5. customThe organic extracts were dried
  6. customevaporated

出典と根拠

ORDレコード
ord-51c6e232feac4beea4414fbd8faa7030
出典データセット
uspto-grants-2008_05
特許番号
US07368461B2

反応ノート

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