Ammonium Acetate → Piperidine-3,3-dicarboxylic acid 3-benzyl 3-(3,3-dimethyl-2-oxobutyl) ester

HRID 2407498ノート

反応式

HRID 2407498 の反応式
[CH3:1][C:2]([CH3:34])([CH3:33])[C:3](=[O:32])[CH2:4][O:5][C:6]([C:8]1([C:22]([O:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:23])[CH2:13][CH2:12][CH2:11][N:10](C(OCC(Cl)(Cl)Cl)=O)[CH2:9]1)=[O:7].C([O-])(=O)C.[NH4+]>O1CCCC1.[Zn]>[CH3:1][C:2]([CH3:34])([CH3:33])[C:3](=[O:32])[CH2:4][O:5][C:6]([C:8]1([C:22]([O:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[O:23])[CH2:13][CH2:12][CH2:11][NH:10][CH2:9]1)=[O:7]

参加物

5

反応物 2

HCID 517165Ammonium AcetateHCID 67544698Piperidine-1,3,3-tricarboxylic acid 1-(2,2,2-trichloroethyl) 3-benzyl 3-(3,3-dimethyl-2-oxobutyl)ester

生成物 1

HCID 67544909Piperidine-3,3-dicarboxylic acid 3-benzyl 3-(3,3-dimethyl-2-oxobutyl) ester

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A mixture of piperidine-1,3,3-tricarboxylic acid 1-(2,2,2-trichloroethyl) 3-benzyl 3-(3,3-dimethyl-2-oxobutyl)ester (1.6 g 3 mmol) and zinc (10.5 g 0.16 mol) in a mixture of tetrahydrofurane (25 mL) and 1M aqueous solution of ammonium acetate (13 mL) is stirred overnight at room temperature, diluted with tetrahydrofurane (20 mL) and filtrated over clarcel. The filtrate is diluted with dichloromethane, washed with water dried over magnesium sulfate and concentrated under reduced pressure to give piperidine-3,3-dicarboxylic acid 3-benzyl 3-(3,3-dimethyl-2-oxobutyl)ester as an oil

後処理

  1. filtrationfiltrated over clarcel
  2. additionThe filtrate is diluted with dichloromethane
  3. washwashed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-1f41bc4b4bc74599a59876ef4eea17d8
出典データセット
uspto-grants-2014_08
特許番号
US08809539B2

反応ノート

読み込み中…