Acetic Acid → 2-(4-Chlorophenyl)-4,5-dimethyl-1,3-oxazol 3-oxide

HRID 242165

반응식

HRID 242165 반응식
[CH3:1]/[C:2](/[C:5]([CH3:7])=[O:6])=[N:3]\[OH:4].[Cl:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=O)=[CH:11][CH:10]=1.C(O)(=O)C.Cl>C(OCC)C>[Cl:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]2[O:6][C:5]([CH3:7])=[C:2]([CH3:1])[N+:3]=2[O-:4])=[CH:11][CH:10]=1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 77264-ChlorobenzaldehydeHCID 64096332,3-Butanedione monoxime

생성물 1

HCID 32439522-(4-Chlorophenyl)-4,5-dimethyl-1,3-oxazol 3-oxide

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

1.00 g (9.89 mmol) of diacetyl monoxime and 1.53 g (10.88 mmol) of 4-chlorobenzaldehyde are initially charged in 2 ml (34.94 mmol) of glacial acetic acid. With ice-cooling, hydrogen chloride gas is then introduced into the reaction mixture for 30 min 10 ml of diethyl ether are then added to the reaction mixture. A precipitate is formed, which is filtered off with suction and washed twice with in each case 2 ml of diethyl ether. The precipitate is suspended in about 5 ml of water, and the suspension is made basic using aqueous ammonia. The suspension is then extracted four times with in each case 10 ml of dichloromethane. The combined organic phases are dried over magnesium sulphate, and the solvent is removed on a rotary evaporator. Without further purification, the product obtained in this manner is used for the subsequent step.

후처리

  1. temperatureWith ice-cooling
  2. additionare then added to the reaction mixture
  3. customA precipitate is formed
  4. filtrationwhich is filtered off with suction
  5. washwashed twice with in each case 2 ml of diethyl ether
  6. extractionThe suspension is then extracted four times with in each case 10 ml of dichloromethane
  7. dry with materialThe combined organic phases are dried over magnesium sulphate
  8. customthe solvent is removed on a rotary evaporator
  9. customWithout further purification
  10. customthe product obtained in this manner

출처 및 근거

ORD 기록
ord-e3ba9b776ce74c718a161d7641c8b9af
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653109B2

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