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Dimethylformamide → n-Propyl-5-(3-(quinolin-2-ylmethyloxy)benzyloxy)benzoxazole-2-carboxylate

HRID 2248883
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인쇄 미리보기

반응식

HRID 2248883 반응식
Cl[CH2:2][C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][CH:20]=1)[O:6][CH2:7][C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=1.[CH2:21]([O:24][C:25]([C:27]1[O:28][C:29]2[CH:35]=[CH:34][C:33]([OH:36])=[CH:32][C:30]=2[N:31]=1)=[O:26])[CH2:22][CH3:23].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>CC(C)=O>[CH2:21]([O:24][C:25]([C:27]1[O:28][C:29]2[CH:35]=[CH:34][C:33]([O:36][CH2:2][C:3]3[CH:20]=[CH:19][CH:18]=[C:5]([O:6][CH2:7][C:8]4[CH:17]=[CH:16][C:15]5[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=5)[N:9]=4)[CH:4]=3)=[CH:32][C:30]=2[N:31]=1)=[O:26])[CH2:22][CH3:23]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 145017062-(3-Chloromethylphenoxy)methylquinolineHCID 86745010n-Propyl-5-hydroxybenzoxazole-2-carboxylate

생성물 1

HCID 54376787n-Propyl-5-(3-(quinolin-2-ylmethyloxy)benzyloxy)benzoxazole-2-carboxylate

시약·촉매·용매 1

HCID 180
Acetone
용매

실험 절차

A mixture of 3.47 g of 2-((3-chloromethylphenoxy)methyl)quinoline, 2.7 g of n-propyl-5-hydroxybenzoxazole-2carboxylate, 1.69 g of potassium carbonate and 1 ml of dimethylformamide is refluxed in 50 ml of acetone for 41 hours. The mixture is concentrated in vacuo and the residue is dissolved in water. This solution is neutralized with diluted hydrochloric acid and the resulting solid is filtered off and purified by flash silica gel chromatography in propanol-dimethylformamide to give n-propyl-5-(3-(quinolin-2-ylmethyloxy)benzyloxy)-benzoxazole-2-carboxylate

후처리

  1. concentrationThe mixture is concentrated in vacuo
  2. dissolutionthe residue is dissolved in water
  3. filtrationthe resulting solid is filtered off
  4. custompurified by flash silica gel chromatography in propanol-dimethylformamide

출처 및 근거

ORD 기록
ord-bb7c9cf92bb643b8b174d07ec706f313
출처 데이터셋
uspto-grants-1991_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05041453

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