Ethyl Acetate → HCID 22633147、化合物

HRID 2417385ノート

反応式

HRID 2417385 の反応式
[C:1]([O:4][C:5]1[C:12]([O:13][CH3:14])=[CH:11][C:8]([CH:9]=[O:10])=[CH:7][C:6]=1[O:15][CH3:16])(=[O:3])[CH3:2].[Br:17]Br.C(OCC)(=O)C>C(O)(=O)C.O>[C:1]([O:4][C:5]1[C:12]([O:13][CH3:14])=[CH:11][C:8]([CH:9]=[O:10])=[C:7]([Br:17])[C:6]=1[O:15][CH3:16])(=[O:3])[CH3:2]

参加物

6

反応物 3

HCID 8857Ethyl AcetateHCID 24408BromineHCID 6881894-Acetoxy-3,5-dimethoxybenzaldehyde

生成物 1

HCID 22633147HCID 22633147、化合物収率 92.4%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒2 回

実験手順

To a mixture of 4-acetoxy-3,5-dimethoxy benzaldehyde (5.4 g, 20 mmol) and 5.4 g (40 mmol) of NaOAc.3H2O in acetic acid (14 mL) and water (2 mL) was added dropwise bromine (1.2 mL, 24 mmol). The mixture was stirred at RT overnight and repartitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate (3×) and the combined organic layer was washed with saturated sodium bicarbonate solution, water and brine and dried over anhydrous sodium sulfate. Removal of the solvent gave 5.6 g of 4-acetoxy-2-bromo-3,5-dimethoxybenzaldehyde (80%).

後処理

  1. extractionThe aqueous layer was extracted with ethyl acetate (3×)
  2. washthe combined organic layer was washed with saturated sodium bicarbonate solution, water and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customRemoval of the solvent

出典と根拠

ORDレコード
ord-40e2b32a56374d41af71a5110c0d8cbe
出典データセット
uspto-grants-2004_11
特許番号
US06825208B2

反応ノート

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