Acetic Acid → Piperidine-1,3,3-tricarboxylic acid 1-(2,2,2-trichloroethyl) 3-benzyl 3-(3,3-dimethyl-2-oxobutyl)ester

HRID 2407497노트

반응식

HRID 2407497 반응식
[CH2:1]([O:8][C:9]([C:11]1([C:25]([OH:27])=[O:26])[CH2:16][CH2:15][CH2:14][N:13]([C:17]([O:19][CH2:20][C:21]([Cl:24])([Cl:23])[Cl:22])=[O:18])[CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:35][C:36](=[O:41])[C:37]([CH3:40])([CH3:39])[CH3:38].C(O)(=O)C>CN(C)C=O>[CH3:38][C:37]([CH3:40])([CH3:39])[C:36](=[O:41])[CH2:35][O:26][C:25]([C:11]1([C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[O:10])[CH2:16][CH2:15][CH2:14][N:13]([C:17]([O:19][CH2:20][C:21]([Cl:24])([Cl:22])[Cl:23])=[O:18])[CH2:12]1)=[O:27]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 11430Potassium CarbonateHCID 21642BromopinacoloneHCID 67545923Piperidine-1,3,3-tricarboxylic acid 1-(2,2,2-trichloroethyl) 3-benzyl ester

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
60 °C

실험 절차

A mixture of piperidine-1,3,3-tricarboxylic acid 1-(2,2,2-trichloroethyl) 3-benzyl ester (3.9 g 8.8 mmol), potassium carbonate (1.83 g 13 mmol) and bromopinacolone (2.31 g 13 mmol) in N,N-dimethylformamide (55 mL) is heated at 60° C. for 2 h. The mixture is cooled back to room temperature, neutralized with acetic acid (13 mmol) and concentrated under reduced pressure. the residue is dissolved in ethyl acetate, washed with water and concentrated. Cristallization in diethyl oxide gives piperidine-1,3,3-tricarboxylic acid 1-(2,2,2-trichloroethyl) 3-benzyl 3-(3,3-dimethyl-2-oxobutyl)ester melting at 114° C.

후처리

  1. temperatureThe mixture is cooled back to room temperature
  2. concentrationconcentrated under reduced pressure
  3. dissolutionthe residue is dissolved in ethyl acetate
  4. washwashed with water
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f4e866575fe042558d2586bb75feea1b
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08809539B2

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