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Potassium Carbonate → Methyl 4-(2-bromo-4,5-dimethoxybenzyloxy)-2-hydroxybenzoate

HRID 2167117
ノート
印刷プレビュー

反応式

HRID 2167117 の反応式
C(=O)([O-])[O-].[K+].[K+].[OH:7][C:8]1[CH:17]=[C:16]([OH:18])[CH:15]=[CH:14][C:9]=1[C:10]([O:12][CH3:13])=[O:11].[Br:19][C:20]1[CH:27]=[C:26]([O:28][CH3:29])[C:25]([O:30][CH3:31])=[CH:24][C:21]=1[CH2:22]Br>CC(C)=O>[Br:19][C:20]1[CH:27]=[C:26]([O:28][CH3:29])[C:25]([O:30][CH3:31])=[CH:24][C:21]=1[CH2:22][O:18][C:16]1[CH:15]=[CH:14][C:9]([C:10]([O:12][CH3:13])=[O:11])=[C:8]([OH:7])[CH:17]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 16523Methyl 2,4-DihydroxybenzoateHCID 110342482-Bromo-4,5-dimethoxybenzyl bromide

生成物 1

HCID 89464825Methyl 4-(2-bromo-4,5-dimethoxybenzyloxy)-2-hydroxybenzoate

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

反応条件

温度
80 °C

実験手順

Potassium carbonate (1.12 g) was added to a solution of methyl 2,4-dihydroxybenzoate (454 mg) and 2-bromo-4,5-dimethoxybenzyl bromide (1.0 g) in dry acetone (80 ml). The reaction mixture was heated to reflux at 80° C. for 4 hours. The solvents were removed under vacuum and the residue was re-dissolved in DCM and washed with water (3×). The organic layer was passed through a hydrophobic frit and concentrated under vacuum. The crude residue was purified by chromatography on silica gel, eluting with petrol and increasing amounts of ethyl acetate.

後処理

  1. temperatureThe reaction mixture was heated
  2. customThe solvents were removed under vacuum
  3. dissolutionthe residue was re-dissolved in DCM
  4. washwashed with water (3×)
  5. concentrationconcentrated under vacuum
  6. customThe crude residue was purified by chromatography on silica gel
  7. washeluting with petrol
  8. temperatureincreasing amounts of ethyl acetate

出典と根拠

ORDレコード
ord-8286cb9344cd46ddaac2e2ce705c6322
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09044463B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート