Triethylamine → Benzyl 2-(4-oxopiperidin-1-yl)acetate

HRID 1357818ノート

反応式

HRID 1357818 の反応式
[NH:1]1[CH2:6][CH2:5][C:4](=[O:7])[CH2:3][CH2:2]1.[C:8]([O:11][CH:12](Br)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=[O:10])[CH3:9].C([O-])([O-])=O.[K+].[K+].CCN(CC)CC>CC(C)=O>[O:7]=[C:4]1[CH2:5][CH2:6][N:1]([CH2:9][C:8]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[CH2:2][CH2:3]1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 11430Potassium CarbonateHCID 337214-PiperidoneHCID 9991399HCID 9991399、化合物

生成物 1

HCID 18187989Benzyl 2-(4-oxopiperidin-1-yl)acetate収率 83%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a stirred suspension of 4-piperidone (10.0 g, 65.0 mmol) and bromobenzyl acetate (14.9 g, 65.2 mmol) in acetone (100 ml) was added K2CO3 (9.0 g) and Et3N (9.1 ml, 65.2 mmol). The reaction mixture was stirred at room temperature for two days, and then the solvent was evaporated. The residue was partitioned between EtOAc and water. The aqueous layer was extracted with EtOAc. The organic extracts were combined and dried over Na2SO4. The solvent was evaporated to afford the title compound (13.3 g, 53.8 mmol, 83%) as a thick oil. 1H NMR (300 MHz, CDCl3) δ 7.33-7.37 (m, 5H), 5.18 (s, 2H), 3.42 (s, 2H), 2.91 (t, J=6.1 Hz, 4H), 2.50 (t, J=6.1 Hz, 4H).

後処理

  1. customthe solvent was evaporated
  2. customThe residue was partitioned between EtOAc and water
  3. extractionThe aqueous layer was extracted with EtOAc
  4. dry with materialdried over Na2SO4
  5. customThe solvent was evaporated

出典と根拠

ORDレコード
ord-19382dd0516b4020b3c499ed83fcd020
出典データセット
uspto-grants-2003_07
特許番号
US06593347B2

反応ノート

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