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Benzyl Bromide → 4-Benzyloxy dibenzo[b,d]furan-1-carbaldehyde

HRID 1293437
ノート
印刷プレビュー

反応式

HRID 1293437 の反応式
[OH:1][C:2]1[C:7]2[O:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:6]=2[C:5]([CH:15]=[O:16])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:23](Br)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>CN(C=O)C.O>[CH2:23]([O:1][C:2]1[C:7]2[O:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:6]=2[C:5]([CH:15]=[O:16])=[CH:4][CH:3]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=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

6

反応物 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 442251964-Hydroxy dibenzo[b,d]furan-1-carbaldehyde

生成物 1

HCID 859670584-Benzyloxy dibenzo[b,d]furan-1-carbaldehyde収率 90.8%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide
溶媒

反応条件

温度
80 °C

実験手順

Intermediate 19 (1 gm, 5.10 mmol) was dissolved in dry DMF (10 ml). Anhydrous potassium carbonate (1.05 gm, 7.65 mmol) was added to the above solution and was stirred for 10 min. at 80° C. To this was added benzyl bromide (0.87 gm, 5.10 mmol) and the reaction mixture was stirred for 2 h. The reaction mixture was cooled to room temperature and diluted with water (100 ml) and extracted with ethyl acetate (3×50 ml). The organic extract was washed with water (50 ml) and brine solution (25 ml) and dried over anhydrous sodium sulfate. Removal of solvent gave the product as a brown solid (1.4 gm).

後処理

  1. stirringthe reaction mixture was stirred for 2 h
  2. temperatureThe reaction mixture was cooled to room temperature
  3. extractionextracted with ethyl acetate (3×50 ml)
  4. extractionThe organic extract
  5. washwas washed with water (50 ml) and brine solution (25 ml)
  6. dry with materialdried over anhydrous sodium sulfate
  7. customRemoval of solvent

出典と根拠

ORDレコード
ord-3d637748b5774261b7e6761ed5ec0bd7
出典データセット
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07238725B2

反応ノート

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