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

HRID 589028ノート

反応式

HRID 589028 の反応式
[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]

参加物

6

反応物 3

HCID 83752'-HydroxyacetophenoneHCID 11430Potassium CarbonateHCID 60984Methyl bromoacetate

生成物 1

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

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-21872038f1a248b5942aa2794bd42f31
出典データセット
uspto-grants-2016_01
特許番号
US09227985B2

反応ノート

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