Water → 2-[(5,6-Dihydro-[1,4,2]dioxazin-3-yl)-methoxyimino-methyl]-benzaldehyde

HRID 2229129노트

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HRID 2229129 반응식
C[N+]1([O-])CC[O:5]CC1.[CH3:9][O:10][N:11]=[C:12]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[CH2:25]Cl)[C:13]1[O:18][CH2:17][CH2:16][O:15][N:14]=1.O>CN(C)C=O>[O:15]1[CH2:16][CH2:17][O:18][C:13]([C:12](=[N:11][O:10][CH3:9])[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[CH:25]=[O:5])=[N:14]1

참가 물질

5

반응물 3

HCID 962WaterHCID 82029Methyl morpholine oxideHCID 72952368(ortho-chloromethylphenyl) (5,6-dihydro-[1,4,2]dioxazin-3-yl)methanone O-methyl oxime

생성물 1

HCID 542963122-[(5,6-Dihydro-[1,4,2]dioxazin-3-yl)-methoxyimino-methyl]-benzaldehyde수율 76%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
120 °C

실험 절차

19.5 g (0.14 mol) of N-methylmorpholine N-oxide are added to a solution of 15 g (0.056 mol) of (2-chloromethyl-phenyl)-(5,6-dihydro-[1,4,2]dioxazin-3-yl)-methanone O-methyl oxime in 150 ml of dimethylformamide and the mixture is stirred at 120° C. for 2 hours. After cooling, the mixture is poured into 1000 ml of water and extracted three times with 200 ml of ethyl acetate each time. The combined organic phases are dried over magnesium sulphate and concentrated under reduced pressure. The residue is stirred with diisopropyl ether and the solid formed is filtered off with suction. 10.5 g (76% of theory) of 2-[(5,6-dihydro-[1,4,2]dioxazin-3-yl)-methoxyimino-methyl]-benzaldehyde are obtained.

후처리

  1. temperatureAfter cooling
  2. extractionextracted three times with 200 ml of ethyl acetate each time
  3. dry with materialThe combined organic phases are dried over magnesium sulphate
  4. concentrationconcentrated under reduced pressure
  5. stirringThe residue is stirred with diisopropyl ether
  6. customthe solid formed
  7. filtrationis filtered off with suction

출처 및 근거

ORD 기록
ord-55ce8ac9ef244f81b2349ddb2fb10a33
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06420362B1

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