Methyl Ethyl Ketone → HCID 15917386, 화합물

HRID 1758139노트

반응식

HRID 1758139 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[OH:15])=[N:6][CH:7]=1.Cl[C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][N:18]=1.C(=O)([O-])[O-].[K+].[K+].C(C(C)=O)C>CCCCCC.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][C:17]2[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][N:18]=2)=[N:6][CH:7]=1

참가 물질

7

반응물 4

HCID 6569Methyl Ethyl KetoneHCID 11430Potassium CarbonateHCID 783082-Chloro-5-nitropyridineHCID 15917385HCID 15917385, 화합물

생성물 1

HCID 15917386HCID 15917386, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 8058Hexane용매

실험 절차

A mixture of 1.5 grams (0.0068 mole) 2-(5-chloropyridin-2-yloxy)phenol, 1.3 grams 2-chloro-5-nitropyridine, 1.0 grams potassium carbonate, and 40 ml of methyl ethyl ketone was heated at reflux overnight. Excess water was added and the aqueous mixture extracted with 200 ml of ethyl ether. The ether extract was washed with saturated NaHCO3, H2O, brine, dried (MgSO4), filtered, and the solvent was evaporated to yield a solid which was suspended in hexane and filtered. Yield 1.4 grams, m.p. 82°-84°; ir (Nujol): 6.15, 6.25 (C=N, NO2), 13.30 (broad), 13.70 microns; NMR (CDCl3): δ6.55 (s, ArH), 6.75 (d, ArH), 6.95 (s, ArH), 7.35 (s, 4H, ArH), 7.40-7.65 (m, ArH), 8.05 (d, ArH), 8.40 (AB quartet, ArH), 8.95 (d, ArH).

후처리

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. extractionthe aqueous mixture extracted with 200 ml of ethyl ether
  4. extractionThe ether extract
  5. washwas washed with saturated NaHCO3, H2O, brine
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customthe solvent was evaporated
  9. customto yield a solid which
  10. filtrationfiltered

출처 및 근거

ORD 기록
ord-5643838a8404401792cf6a0047268d03
출처 데이터셋
uspto-grants-1983_02
특허 번호
US04371736

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