tert-Butyl 4-oxopiperidine-1-carboxylate → N-t-Butoxycarbonyl-4-(3-methylphenyl)-4-hydroxy piperidine

HRID 443215ノート

反応式

HRID 443215 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([Mg]Br)[CH:5]=[CH:6][CH:7]=1.[C:10]([O:14][C:15]([N:17]1[CH2:22][CH2:21][C:20](=[O:23])[CH2:19][CH2:18]1)=[O:16])([CH3:13])([CH3:12])[CH3:11]>C1COCC1>[C:10]([O:14][C:15]([N:17]1[CH2:18][CH2:19][C:20]([C:6]2[CH:5]=[CH:4][CH:3]=[C:2]([CH3:1])[CH:7]=2)([OH:23])[CH2:21][CH2:22]1)=[O:16])([CH3:13])([CH3:11])[CH3:12]

参加物

4

反応物 2

HCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 178425413HCID 178425413、化合物

生成物 1

HCID 21193300N-t-Butoxycarbonyl-4-(3-methylphenyl)-4-hydroxy piperidine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 3-methylphenyl magnesium bromide (58 ml of a 1M solution in THF, 58.0 mmol) at 0° C. was added a solution of N-t-butoxycarbonyl piperidin-4-one (10.0 g, 53mmol) in THF (30 ml) dropwise over 20 min, and the reaction stirred under argon for a further 30 min. The reaction was quenched by addition of sat NH4Cl solution (100 ml), and diluted with EtOAc. The organic extracts were dried, (MgSO4) and the solvent evaporated in vacuo to afford the title compound of sufficient purity to be used in the next step.

後処理

  1. customThe reaction was quenched by addition of sat NH4Cl solution (100 ml)
  2. additiondiluted with EtOAc
  3. customThe organic extracts were dried
  4. custom(MgSO4) and the solvent evaporated in vacuo

出典と根拠

ORDレコード
ord-199e1ccf53034887a75bfc106a82106f
出典データセット
uspto-grants-1999_04
特許番号
US05891889

反応ノート

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