Ethyl Acetate → Tert-butyl 4-(4-cyanophenyl)-2-oxopiperidine-1-carboxylate

HRID 541415ノート

反応式

HRID 541415 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH2:10]2)=[CH:5][CH:4]=1)#[N:2].C(OCC)(=[O:24])C>O>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH2:10][CH2:11][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:13](=[O:24])[CH2:14]2)=[CH:7][CH:8]=1)#[N:2]

参加物

4

反応物 2

HCID 8857Ethyl AcetateHCID 22492960Tert-butyl 4-(4-cyanophenyl)piperidine-1-carboxylate2 回

生成物 1

HCID 68352653Tert-butyl 4-(4-cyanophenyl)-2-oxopiperidine-1-carboxylate収率 80%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Into a round-bottom flask, was placed a solution of tert-butyl 4-(4-cyanophenyl)piperidine-1-carboxylate (compound 1.4, 515 mg, 1.80 mmol, 1.00 equiv) in ethyl acetate (5 mL). A solution of NaIO4 (963 mg, 4.50 mmol, 2.50 equiv) in water (5 mL) and RuCl3 (74.7 mg, 0.36 mmol, 0.20 equiv) was carefully added. The resulting mixture was stirred overnight at room temperature. The solids were removed by filtration and the filtrate was washed with 2×20 mL of water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to yield 432 mg (80%) of the title compound as a light yellow oil.

後処理

  1. customInto a round-bottom flask, was placed
  2. customThe solids were removed by filtration
  3. washthe filtrate was washed with 2×20 mL of water
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-7972df5baf824fe190460f9bef425ecc
出典データセット
uspto-grants-2014_10
特許番号
US08871790B2

反応ノート

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