Potassium Carbonate → 4-Ethyl-2-methylpyridine

HRID 2118411

반응식

HRID 2118411 반응식
[CH3:1][C:2]1[C:7]([CH3:8])=N[CH:5]=[CH:4][N:3]=1.[CH3:9][C:10]1[C:15]([CH3:16])=[N:14][CH2:13][CH2:12]N=1.[N+]([C:20]1[CH:21]=[C:22]([CH3:27])[N+:23]([O-:26])=[CH:24][CH:25]=1)([O-])=O.[C:28](=O)([O-])[O-:29].[K+].[K+]>>[CH2:9]([C:8]1[CH:5]=[CH:4][N:3]=[C:2]([CH3:1])[CH:7]=1)[CH3:10].[CH3:28][O:29][C:20]1[CH:21]=[C:22]([CH3:27])[N+:23]([O-:26])=[CH:24][CH:25]=1.[CH3:28][O:29][C:9]1[CH:12]=[CH:13][N:14]=[C:15]([CH3:16])[CH:10]=1

참가 물질

7

반응물 4

HCID 11430Potassium CarbonateHCID 222012,3-DimethylpyrazineHCID 852252,3-Dihydro-5,6-dimethylpyrazineHCID 95291Pyridine, 2-methyl-4-nitro-, 1-oxide

생성물 3

HCID 683074-Ethyl-2-methylpyridineHCID 47377584-Methoxy-2-methylpyridineHCID 107018932-Methyl-4-methoxypyridine-N-oxide

실험 절차

In the examples, certain of the starting materials were prepared in accordance with methods disclosed in the literature. For example, 2,3-dimethylpyrazine was prepared from 2,3-dimethyl-5,6-dihydropyrazine by the method of G. P. Rizzi, J. Org. Chem. 33, 1333 (1968) which itself was prepared by the procedure of T. Ishiguro and M. Matsumura, Yak. Zass. 78, 229 (1958). 4-Ethyl-2-methylpyridine was prepared by the procedure of Kaiser et al., J. Org. Chem. 38, 71 (1973). 4-Methoxy-2-picoline-N-oxide was prepared by reacting 4-nitro-2-picoline-N-oxide with methanolic potassium carbonate solution according to the general procedure of E. Profft et al., Germany (East) 69, 126; 10/5/69; Chem. Abs. 72, 90309w (1970). The crude product was not purified but was reacted directly with phosphorous trichloride in chloroform solution to give the known 4-methoxy-2-picoline starting material, based upon the general method of Herz and Tsai, J. Am. Chem. Soc. 76, 4184 (1954).

후처리

  1. custom33, 1333 (1968) which itself was prepared by the procedure of T
  2. customThe crude product was not purified
  3. customwas reacted directly with phosphorous trichloride in chloroform solution

출처 및 근거

ORD 기록
ord-fac269ef987e4cdea9a50d4deedd9982
출처 데이터셋
uspto-grants-1987_07
특허 번호
US04678501

연결된 노트

불러오는 중…