Sodium Carbonate → 4-Methoxy-3,5-dimethylbenzaldehyde oxime

HRID 387210

반응식

HRID 387210 반응식
[CH3:1][O:2][C:3]1[C:10]([CH3:11])=[CH:9][C:6]([CH:7]=O)=[CH:5][C:4]=1[CH3:12].Cl.[NH2:14][OH:15].C([O-])([O-])=O.[Na+].[Na+]>C(O)C.CCOC(C)=O>[CH3:1][O:2][C:3]1[C:10]([CH3:11])=[CH:9][C:6]([CH:7]=[N:14][OH:15])=[CH:5][C:4]=1[CH3:12]

참가 물질

6

반응물 3

HCID 10340Sodium Carbonate2회HCID 443297Hydroxyamine hydrochloride2회HCID 27585734-Methoxy-3,5-dimethylbenzaldehyde

생성물 1

HCID 724690044-Methoxy-3,5-dimethylbenzaldehyde oxime

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

반응 조건

온도
60 °C

실험 절차

4-Methoxy-3,5-dimethylbenzaldehyde (1.86 g, 11.3 mmol) was dissolved in ethanol (30 mL) and stirred with hydroxylamine hydrochloride (2.4 M aq. solution, 5.65 mL, 1.2 eq.) and Na2CO3 (1.2 M solution, 5.65 mL, 0.6 eq.) at room temperature for 2.5 hours. The mixture was then heated to 60° C. and additional hydroxylamine hydrochloride and Na2CO3 was added. The mixture was again stirred overnight at 60° C., transferred to a separatory funnel, diluted with EtOAc. The organic layer was separated, washed with brine, dried over MgSO4, filtered and concentrated. The product was purified by ISCO chromatography with EtOAc/hexanes eluent to yield 1.55 g (8.56 mmol) of 4-methoxy-3,5-dimethylbenzaldehyde oxime as a white solid. M+1=180.0.

후처리

  1. customtransferred to a separatory funnel
  2. customThe organic layer was separated
  3. washwashed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe product was purified by ISCO chromatography with EtOAc/hexanes eluent

출처 및 근거

ORD 기록
ord-28cffe0bb3e540ceb998a784dd97a039
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08372873B2

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