Carbon Dioxide → 2-Chloromethyl-3-methyl-4-propoxypyridine hydrochloride

HRID 35456

반응식

HRID 35456 반응식
[Cl:1]C(Cl)(Cl)C(Cl)=O.[CH3:8][C:9]1[C:14]([CH3:15])=[C:13]([O:16][CH2:17][CH2:18][CH3:19])[CH:12]=[CH:11][N+:10]=1[O-].C(=O)=O.CCOCC>C(OC(C)C)(=O)C>[ClH:1].[Cl:1][CH2:8][C:9]1[C:14]([CH3:15])=[C:13]([O:16][CH2:17][CH2:18][CH3:19])[CH:12]=[CH:11][N:10]=1

참가 물질

6

반응물 4

HCID 280Carbon DioxideHCID 3283Diethyl EtherHCID 6420Trichloroacetyl chloride2회HCID 150355372,3-Dimethyl-4-propoxypyridine 1-oxide

생성물 1

HCID 212960032-Chloromethyl-3-methyl-4-propoxypyridine hydrochloride

시약·촉매·용매 1

HCID 7915Isopropyl Acetate용매2회

실험 절차

A solution of 23 ml of trichloroacetyl chloride in 50 ml of isopropyl acetate is added dropwise during 1 hour to a solution, boiling at reflux under argon, of 13 g of 2,3-dimethyl-4-propoxypyridine 1-oxide in 250 ml of isopropyl acetate. At the beginning the reaction exhibits a very exothermic character. During the addition of the first mol equivalent of trichloroacetyl chloride a vigorous evolution of carbon dioxide is observed. The solution is subsequently stirred under argon for a further 15 minutes at reflux temperature (oil-bath 130° ), cooled to 10° with ice. treated with 100 ml of ether and stirred for 1 hour while cooling with ice. The crystalline precipitate which separates during the entire reaction is filtered off under suction and washed with ice-cold isopropyl acetate and ether. Crystalline reaction product can again be obtained from the mother liquor. The 2-chloromethyl-3-methyl-4-propoxypyridine hydrochloride obtained is processed directly.

후처리

  1. temperatureat reflux temperature (oil-bath 130° )
  2. temperaturecooled to 10° with ice
  3. stirringstirred for 1 hour
  4. temperaturewhile cooling with ice
  5. customThe crystalline precipitate which separates during the entire reaction
  6. filtrationis filtered off under suction
  7. washwashed with ice-cold isopropyl acetate and ether
  8. customCrystalline reaction product can again be obtained from the mother liquor

출처 및 근거

ORD 기록
ord-3e8c259a6f7645cdae3e0abea5f224a9
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04766133

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