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

HRID 979976
ノート
印刷プレビュー

反応式

HRID 979976 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6497Dimethyl Sulfate2 回HCID 11430Potassium CarbonateHCID 5462222PotassiumHCID 867411922-Hydroxy-3-methoxy-6-nitrobenzaldehyde potassium salt

生成物 1

HCID 71721272,3-Dimethoxy-6-nitrobenzaldehyde収率 80%

試薬・触媒・溶媒 1

HCID 180
Acetone
溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-85355499d2b948069bac438ab8bbdde0
出典データセット
uspto-grants-1987_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04634769

反応ノート

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