Bromine → 7-Bromo-2,3-dihydro-1-benzofuran-5-carbaldehyde

HRID 15361

反応式

HRID 15361 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]=[O:11])=[CH:9][C:4]=2[CH2:3][CH2:2]1.C([O-])(=O)C.[Na+].[Br:17]Br>C(O)(=O)C.S([O-])([O-])(=O)=S.[Na+].[Na+]>[Br:17][C:6]1[C:5]2[O:1][CH2:2][CH2:3][C:4]=2[CH:9]=[C:8]([CH:10]=[O:11])[CH:7]=1

参加物

6

反応物 3

HCID 24408BromineHCID 517045Sodium AcetateHCID 7359012,3-Dihydrobenzofuran-5-carboxaldehyde

生成物 1

HCID 185261827-Bromo-2,3-dihydro-1-benzofuran-5-carbaldehyde収率 91.3%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 24477Sodium Thiosulfate溶媒

実験手順

To a solution of 2,3-dihydro-1-benzofuran-5-carbaldehyde (1.0 g, 6.75 mmol) in glacial acetic acid (8 mL) was added sodium acetate (664 mg, 8.1 mmol) and bromine (0.7 ml, 13.5 mmol) at 10° C. slowly. The reaction was stirred for 2 hours at ambient temperature. The reaction was diluted with a saturated aqueous solution of sodium thiosulfate (10 mL), washed with a saturated aqueous solution of sodium bicarbonate, and then extracted with ethyl acetate. Organics were combined, dried over sodium sulfate and dried in vacuo to give the desired compound (1.4 g, 91%).

後処理

  1. washwashed with a saturated aqueous solution of sodium bicarbonate
  2. extractionextracted with ethyl acetate
  3. dry with materialdried over sodium sulfate
  4. customdried in vacuo

出典と根拠

ORDレコード
ord-fe868f260ebc4113b4e544be8e2d8359
出典データセット
uspto-grants-2010_06
特許番号
US07732461B2

関連ノート

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