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Ammonium Acetate → 3-Methoxy-4-(methoxycarbonyl)benzeneboronic acid

HRID 1866150
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HRID 1866150 반응식
[CH3:1][O:2][C:3]1[CH:12]=[C:11]([B:13]2[O:17]C(C)(C)C(C)(C)[O:14]2)[CH:10]=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6].C([O-])(=O)C.[NH4+].I([O-])(=O)(=O)=O.[Na+]>CC(C)=O.O>[CH3:1][O:2][C:3]1[CH:12]=[C:11]([B:13]([OH:14])[OH:17])[CH:10]=[CH:9][C:4]=1[C:5]([O:7][CH3:8])=[O:6]
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참가 물질

6

반응물 3

HCID 517165Ammonium AcetateHCID 22171502Methyl 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoateHCID 23667635Sodium periodate

생성물 1

HCID 177502563-Methoxy-4-(methoxycarbonyl)benzeneboronic acid수율 97.4%

시약·촉매·용매 2

HCID 180Acetone용매
HCID 962
Water
용매

실험 절차

To a suspension of methyl 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (2.0 g) in acetone (70 ml) and water (70 ml) was added ammonium acetate (1.11 g) and sodium periodate (3.08 g), and the mixture was stirred at room temperature for 15 hours. The solvent was evaporated and the residue was diluted with ethyl acetate. The organic layer was separated, washed with water and brine, dried over magnesium sulfate and evaporated under reduced pressure to give [3-methoxy-4-(methoxycarbonyl)phenyl]-boronic acid (1.4 g).

후처리

  1. customThe solvent was evaporated
  2. additionthe residue was diluted with ethyl acetate
  3. customThe organic layer was separated
  4. washwashed with water and brine
  5. dry with materialdried over magnesium sulfate
  6. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-e1441b7bdd674c9cb58941a16959c326
출처 데이터셋
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07629366B2

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