Potassium Carbonate → 2-(4-Chloronaphthalen-1-yl)oxyacetamide

반응식

[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([OH:12])=[CH:4][CH:3]=1.Br[CH2:14][C:15]([NH2:17])=[O:16].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([O:12][CH2:14][C:15]([NH2:17])=[O:16])=[CH:4][CH:3]=1

참가 물질

반응 조건

온도: 70 °C

실험 절차

A mixture of 4-chloronaphthalen-1-ol (3.57 g, 20.0 mmol), 2-bromoacetamide (2.76 g, 20.0 mmol) and K2CO3 (5.53 g, 40.0 mmol) in acetone (40 mL) was stirred at 70° C. overnight. The mixture was cooled to rt and filtered and the filtrate was concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1) to give the title compound as a white solid (2.32 g, 49%).

후처리

temperatureThe mixture was cooled to rt
filtrationfiltered
concentrationthe filtrate was concentrated in vacuo
customThe residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1)

출처 및 근거

ORD 기록: ord-1e15743c027b4fababa33b26a6f003e1
출처 데이터셋: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US09434695B2

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참가 물질

반응물 3

HCID 11430Potassium Carbonate

HCID 117874-Chloro-1-naphthol

HCID 696322-Bromoacetamide

생성물 1

HCID 3029082-(4-Chloronaphthalen-1-yl)oxyacetamide수율 49.2%

시약·촉매·용매 1

HCID 180Acetone용매

반응 조건

온도: 70 °C

실험 절차

후처리

temperatureThe mixture was cooled to rt
filtrationfiltered
concentrationthe filtrate was concentrated in vacuo
customThe residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1)

출처 및 근거

ORD 기록: ord-1e15743c027b4fababa33b26a6f003e1
출처 데이터셋: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US09434695B2

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불러오는 중…