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2-Methyl-2-butene → 5'-Nitro-2'-(6-cyano-2-naphthyloxy)-1,1'-biphenyl-2-carboxylic acid

HRID 895714
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HRID 895714 반응식
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([O:13][C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][C:15]=1[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[CH:29]=[O:30])[CH:7]=[CH:6]2)#[N:2].CC(=CC)C.O.O.P([O-])(O)(O)=[O:39].[Na+].Cl([O-])(=O)=O.[Na+].O.Cl>C(#N)C.O>[N+:20]([C:17]1[CH:18]=[CH:19][C:14]([O:13][C:8]2[CH:7]=[CH:6][C:5]3[C:10](=[CH:11][CH:12]=[C:3]([C:1]#[N:2])[CH:4]=3)[CH:9]=2)=[C:15]([C:23]2[C:24]([C:29]([OH:39])=[O:30])=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH:16]=1)([O-:22])=[O:21]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 105532-Methyl-2-buteneHCID 516902Sodium ChlorateHCID 21885828Hydrate;hydrochlorideHCID 223809674-(6-Cyano-2-naphthyloxy)-3-(2-formylphenyl)nitrobenzeneHCID 23673460Sodium Phosphate, Monobasic, Dihydrate

생성물 1

HCID 223808975'-Nitro-2'-(6-cyano-2-naphthyloxy)-1,1'-biphenyl-2-carboxylic acid

시약·촉매·용매 1

HCID 18373917Acetonitrile--water (1/1)용매

실험 절차

The compound (4-(6-cyano-2-naphthyloxy)-3-(2-formylphenyl)nitrobenzene) (800 mg) obtained in a previous production example, 2-methyl-2-butene (1.4 ml) and sodium dihydrogen phosphate dihydrate (2 g) were dissolved in acetonitrile:water (2:1, 50 ml) and then sodium chlorate (1 g) was added. After reaction for one hour at room temperature, 1 N hydrochloric acid water was added and extraction was performed with ethyl acetate. The ethyl acetate layer was washed with 1N hydrochloric acid water and saturated saline and then dried over magnesium sulfate, and the solvent was distilled off to obtain 5′-nitro-2′-(6-cyano-2-naphthyloxy)-1,1′-biphenyl-2-carboxylic acid (800 mg). This was dissolved in toluene without purification and subjected to the same process as in Production Example 1 to obtain t-butyl 2′-(6-cyano-2-naphthyloxy)-5′-nitro-1,1′-biphenyl-2-carboxylate.

후처리

  1. customAfter reaction for one hour at room temperature
  2. extractionextraction
  3. washThe ethyl acetate layer was washed with 1N hydrochloric acid water and saturated saline
  4. dry with materialdried over magnesium sulfate
  5. distillationthe solvent was distilled off

출처 및 근거

ORD 기록
ord-cd966038481b468884d58abc9f497da2
출처 데이터셋
uspto-grants-2005_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06916837B2

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