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Dimethyl Sulfate → 2,3-Dimethoxy-6-nitrobenzaldehyde

HRID 979976
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HRID 979976 반응식
[K].[OH:2][C:3]1[C:10]([O:11][CH3:12])=[CH:9][CH:8]=[C:7]([N+:13]([O-:15])=[O:14])[C:4]=1[CH:5]=[O:6].[C:16](=O)([O-])[O-].[K+].[K+].COS(OC)(=O)=O.[K]>CC(C)=O>[CH3:16][O:2][C:3]1[C:10]([O:11][CH3:12])=[CH:9][CH:8]=[C:7]([N+:13]([O-:15])=[O:14])[C:4]=1[CH:5]=[O:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6497Dimethyl Sulfate2회HCID 11430Potassium CarbonateHCID 5462222PotassiumHCID 867411922-Hydroxy-3-methoxy-6-nitrobenzaldehyde potassium salt

생성물 1

HCID 71721272,3-Dimethoxy-6-nitrobenzaldehyde수율 80%

시약·촉매·용매 1

HCID 180
Acetone
용매

실험 절차

2-Hydroxy-3-methoxy-6-nitrobenzaldehyde potassium salt was slurried in acetone (500 mL) containing potassium carbonate (50 g) and the suspension was treated with dimethylsulfate (18.5 mL) and heated to reflux for one hour. An additional aliquot (18.5 mL) of dimethylsulfate was then added and the mixture was heated overnight. After 24 hours the red color of the potassium salt was virtually absent. The salts were removed by filtration, the filtrate was concentrated and the residue was recrystallized from isopropanol to give the title compound 40.0 g (80% from 3) mp 109°-110° C.

후처리

  1. temperatureheated
  2. temperatureto reflux for one hour
  3. temperaturethe mixture was heated overnight
  4. customThe salts were removed by filtration
  5. concentrationthe filtrate was concentrated
  6. customthe residue was recrystallized from isopropanol

출처 및 근거

ORD 기록
ord-85355499d2b948069bac438ab8bbdde0
출처 데이터셋
uspto-grants-1987_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04634769

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