Dimethyl Sulfate → 2-Bromo-3,4-dimethoxybenzaldehyde

HRID 1582381

反応式

HRID 1582381 の反応式
[Br:1][C:2]1[C:9]([OH:10])=[C:8]([O:11][CH3:12])[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[C:13]([O-])([O-])=O.[K+].[K+].COS(OC)(=O)=O>CN(C=O)C>[Br:1][C:2]1[C:9]([O:10][CH3:13])=[C:8]([O:11][CH3:12])[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5]

参加物

5

反応物 3

HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 2240112-Bromoisovanillin

生成物 1

HCID 6185382-Bromo-3,4-dimethoxybenzaldehyde収率 91%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
-10 °C

実験手順

A stirred suspension of 2-bromo-3-hydroxy-4-methoxybenzaldehyde (commercially available, 24 g, 104 mmol) and K2CO3 (29.4 g, 213 mmol) in DMF (125 ml) was cooled to −10° C. Dimethylsulfate (9.6 ml, 102 mmol) was added, the reaction was warmed to room temperature and stirred overnight. The resulting solution was quenched with water (375 ml) and the resulting suspension stirred overnight. The resulting suspension was filtered and the solid dried in vacuo at 50° C. to give 23.1 g of the subtitle product (91%).

後処理

  1. temperaturethe reaction was warmed to room temperature
  2. customThe resulting solution was quenched with water (375 ml)
  3. stirringthe resulting suspension stirred overnight
  4. filtrationThe resulting suspension was filtered
  5. customthe solid dried in vacuo at 50° C.

出典と根拠

ORDレコード
ord-77781cbf596048309d1391566e70b02b
出典データセット
uspto-grants-2004_05
特許番号
US06734303B2

関連ノート

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