2,6-Dimethoxybenzoyl chloride → HCID 18368343, 화합물

HRID 379695노트

반응식

HRID 379695 반응식
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][CH:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:19][O:20][C:21]1[CH:29]=[CH:28][CH:27]=[C:26]([O:30][CH3:31])[C:22]=1[C:23](Cl)=[O:24]>N1C=CC=CC=1>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([NH:18][C:23](=[O:24])[C:22]2[C:26]([O:30][CH3:31])=[CH:27][CH:28]=[CH:29][C:21]=2[O:20][CH3:19])=[CH:14][CH:13]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 2

HCID 748102,6-Dimethoxybenzoyl chlorideHCID 18173954tert-butyl N-[2-(4-aminophenoxy)ethyl]carbamate

생성물 1

HCID 18368343HCID 18368343, 화합물수율 70.9%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

N-(tert-butoxycarbonyl)-2-(4-nitrophenoxy)ethylamine (5.91 g) was dissolved into methanol (200 ml) and subjected to hydrogeration reaction at ambient pressure by adding 10% palladium carbon catalyst (0.5 g). After completion of hydrogeration reaction, excess catalyst was removed by filtration. Filtrate was concentrated under vacuum to obtain N-(tert-butoxycarbonyl)-2-(4-aminophenoxy)ethylamine (5.07 g) as color-less oily substance. (1-3) N-(tert-butoxycarbonyl)-2-(4-aminophenoxy)ethylamine (1.00 g) was dissolved into pyridine (5 ml) and 2,6-dimethoxybenzoic acid chloride (0.87 g) was added into the solution. After being stirred for one hour, the reaction mixture was concentrated under vacuum and residue was dissolved into chloroform (30 ml). The solution was washed with 1N sodium hydroxide aqueous solution (30 ml) followed by saturated sodium chloride (30 ml). Solvent was distilled out and residue was purified by silica-gel column chromatography (ethyl acetate:hexane=1:1) to obtain 4′-[2-(tert-butoxycarbonylamino)ethoxy]-2,6-dimethoxybenzanilide (1.17 g) as white powder.

후처리

  1. additionwas added into the solution
  2. concentrationthe reaction mixture was concentrated under vacuum and residue
  3. dissolutionwas dissolved into chloroform (30 ml)
  4. washThe solution was washed with 1N sodium hydroxide aqueous solution (30 ml)
  5. distillationSolvent was distilled out
  6. customresidue was purified by silica-gel column chromatography (ethyl acetate:hexane=1:1)

출처 및 근거

ORD 기록
ord-ad248fe92edc4be1b7de9b2b93d61357
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06300368B1

반응 노트

불러오는 중…