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

HRID 15361

반응식

HRID 15361 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 24477Sodium Thiosulfate용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-fe868f260ebc4113b4e544be8e2d8359
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732461B2

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