2'-Hydroxyacetophenone → (4-(Azetidine-1-carbonyl)phenyl)boronic acid

HRID 589028노트

반응식

HRID 589028 반응식
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:10])[CH3:9].Br[CH2:12][C:13]([O:15][CH3:16])=[O:14].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.CCOC(C)=O>[C:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[O:1][CH2:12][C:13]([O:15][CH3:16])=[O:14])(=[O:10])[CH3:9]

참가 물질

6

반응물 3

HCID 83752'-HydroxyacetophenoneHCID 11430Potassium CarbonateHCID 60984Methyl bromoacetate

생성물 1

HCID 13446028(4-(Azetidine-1-carbonyl)phenyl)boronic acid수율 100%

시약·촉매·용매 2

HCID 180Acetone용매HCID 8857Ethyl Acetate용매

실험 절차

1-(2-Hydroxyphenyl)ethanone (1.0 g, 7.3 mmol) and methyl bromoacetate (0.70 mL, 7.3 mmol) were combined in acetone (20.0 mL) with potassium carbonate (2.0 g, 15 mmol) and was stirred at room temperature. The reaction mixture was stirred for 18 h, diluted with EtOAc and filtered to remove the solids. The organic layer was concentrated to give the sub-title compound as a clear oil (1.5 g, 100%). LCMS calc. for C11H13O4 (M+H)+: m/z=209.1. found: 209.1.

후처리

  1. stirringThe reaction mixture was stirred for 18 h
  2. filtrationfiltered
  3. customto remove the solids
  4. concentrationThe organic layer was concentrated

출처 및 근거

ORD 기록
ord-21872038f1a248b5942aa2794bd42f31
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09227985B2

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