Hydrochloric Acid → 2-(4-Isopropylphenyl)-4,5-dimethyloxazole 3-oxide

HRID 748030노트

반응식

HRID 748030 반응식
[CH3:1]/[C:2](/[C:5]([CH3:7])=[O:6])=[N:3]\[OH:4].[CH3:8][CH:9]([C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=1)[CH3:10].Cl>C(O)(=O)C>[CH3:1][C:2]1[N+:3]([O-:4])=[C:15]([C:14]2[CH:17]=[CH:18][C:11]([CH:9]([CH3:10])[CH3:8])=[CH:12][CH:13]=2)[O:6][C:5]=1[CH3:7]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 326CuminaldehydeHCID 64096332,3-Butanedione monoxime

생성물 1

HCID 597510222-(4-Isopropylphenyl)-4,5-dimethyloxazole 3-oxide

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

18.4 g of diacetyl monoxime and 29.6 g of 4(2-propyl)-benzaldehyde are added to 50 ml of glacial acetic acid, and HCl gas is introduced with ice-cooling for 30 minutes. The product is precipitated as the hydrochloride by addition of methyl tert-butyl ether and filtered off with suction, and the precipitate is washed with methyl tert-butyl ether. The precipitate is suspended in a mixture of dichloromethane and water, and a basic pH is established using ammonia. The mixture is extracted three times with, in each case, 500 ml of dichloromethane and ethyl acetate, the combined organic phases are dried over MgSO4 and the solvent is then removed under reduced pressure. This gives 38.2 g 4,5-dimethyl-2-(4-(2-propyl)-phenyl)-oxazole 3-oxide as a yellowish solid.

후처리

  1. additionis introduced with ice-
  2. temperaturecooling for 30 minutes
  3. customThe product is precipitated as the hydrochloride by addition of methyl tert-butyl ether
  4. filtrationfiltered off with suction
  5. washthe precipitate is washed with methyl tert-butyl ether
  6. additionThe precipitate is suspended in a mixture of dichloromethane and water
  7. extractionThe mixture is extracted three times with, in each case, 500 ml of dichloromethane and ethyl acetate
  8. dry with materialthe combined organic phases are dried over MgSO4
  9. customthe solvent is then removed under reduced pressure

출처 및 근거

ORD 기록
ord-6517fd32a288428ab9212a0b1eb482b2
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07399777B2

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