Piperidine → 2-Nitro-4-(piperidine-1-carbonyl)-benzoic acid tert-butyl ester

HRID 512964노트

반응식

HRID 512964 반응식
[C:1]([O:5][C:6](=[O:19])[C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=O)=[CH:9][C:8]=1[N+:16]([O-:18])=[O:17])([CH3:4])([CH3:3])[CH3:2].O[N:21]1[C:25]2C=[CH:27][CH:28]=[CH:29][C:24]=2N=N1.CCN=C=NCCCN(C)C.N1CCCCC1>C(Cl)Cl>[C:1]([O:5][C:6](=[O:19])[C:7]1[CH:15]=[CH:14][C:10]([C:11]([N:21]2[CH2:27][CH2:28][CH2:29][CH2:24][CH2:25]2)=[O:13])=[CH:9][C:8]=1[N+:16]([O-:18])=[O:17])([CH3:2])([CH3:3])[CH3:4]

참가 물질

6

반응물 4

HCID 8082PiperidineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 686717752-Nitro-terephthalic acid 1-tert-butyl ester

생성물 1

HCID 686720862-Nitro-4-(piperidine-1-carbonyl)-benzoic acid tert-butyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

2-Nitro-terephthalic acid 1-tert-butyl ester (500 mg, 1.88 mmol) in DCM (18 mL), was treated with 1-hydroxybenzotriazole (0.39 g, 2.43 mmol), EDCI (0.47 g, 2.43 mmol) and piperidine (0.24 mL, 2.43 mmol). After 3 hours the reaction was diluted with DCM (50 mL) and washed with aqueous NaHCO3 (30 mL), water (30 mL) and finally with brine. After drying over sodium sulphate and evaporation of the solvent the title compound was obtained as a colourless oil in quantitative yield. The crude was employed in the following reaction without any further purification.

후처리

  1. washwashed with aqueous NaHCO3 (30 mL), water (30 mL) and finally with brine
  2. dry with materialAfter drying over sodium sulphate and evaporation of the solvent the title compound
  3. customwas obtained as a colourless oil in quantitative yield
  4. customThe crude was employed in the following reaction without any further purification

출처 및 근거

ORD 기록
ord-7453091d43004e1da6aea78a73c97f44
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09102662B2

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