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Diisobutylaluminum hydride → HCID 77230761, 화합물

HRID 2173293
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HRID 2173293 반응식
[Br:1][C:2]1[C:10]2[O:9][CH:8]=[C:7]([C:11](N(OC)C)=[O:12])[C:6]=2[CH:5]=[CH:4][CH:3]=1.CC(C[AlH]CC(C)C)C>C1(C)C=CC=CC=1>[Br:1][C:2]1[C:10]2[O:9][CH:8]=[C:7]([CH:11]=[O:12])[C:6]=2[CH:5]=[CH:4][CH:3]=1
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참가 물질

4

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HCID 14487Diisobutylaluminum hydrideHCID 772306517-Bromo-N-methoxy-N-methyl-3-benzofurancarboxamide

생성물 1

HCID 77230761HCID 77230761, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
-78 °C

실험 절차

To a solution of Compound 7-bromo-N-methoxy-N-methyl-1-benzofuran-3-carboxamide (8.98 g, 31.63 mmol) in 150 mL dry toluene at −78° C. was added DIBAL-H (31.63 mL, 31.63 mmol) dropwise. The reaction mixture was stirred for 1 hour at −78° C. under a nitrogen atmosphere, and quenched slowly with saturated aqueous NH4Cl. After warming to room temperature, the mixture was exacted with EtOAc (300 mL), and washed with brine (50 mL), dried over Na2SO4. The solvent was concentrated in vacua. The residue was separated and purified with silica gel chromatography to give product 7-bromo-1-benzofuran-3-carbaldehyde.

후처리

  1. customquenched slowly with saturated aqueous NH4Cl
  2. temperatureAfter warming to room temperature
  3. washwashed with brine (50 mL)
  4. dry with materialdried over Na2SO4
  5. concentrationThe solvent was concentrated in vacua
  6. customThe residue was separated
  7. custompurified with silica gel chromatography

출처 및 근거

ORD 기록
ord-282b7061339646bf889cfd5c616eb16e
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09056859B2

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