Diethyl Ether → 2-Chloro-4-(methoxycarbonyl)benzeneboronic acid

HRID 452645ノート

反応式

HRID 452645 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[B:11]([OH:13])[OH:12])[C:5]([OH:7])=[O:6].[CH3:14]N(C)C=O.C(OCC)C.C[Si](N=[N+]=[N-])(C)C.CCCCCC>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:5]([O:7][CH3:14])=[O:6])[CH:8]=[CH:9][C:10]=1[B:11]([OH:13])[OH:12]

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 6228DimethylformamideHCID 17750227SimtuzumabHCID 86640031Trimethylsilylazide hexane

生成物 1

HCID 221712912-Chloro-4-(methoxycarbonyl)benzeneboronic acid収率 42%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

To a mixture of 3-chloro-4-(dihydroxyboryl)benzoic acid (1.00 g, 5.10 mmol), N,N-dimethylformamide (10 mL) and diethyl ether (1 ml) was added dropwise a 0.6 M trimethylsilylazide-hexane solution (10.2 mL, 6.12 mmol), and the resulting mixture was stirred overnight at room temperature. Acetic acid was added to the reaction mixture, and the mixture was concentrated under reduced pressure. Water was added to the residue, and the precipitate was collected by filtration and recrystallized from water to give the title compound (0.46 g, yield 42%) as colorless crystals.

後処理

  1. concentrationthe mixture was concentrated under reduced pressure
  2. additionWater was added to the residue
  3. filtrationthe precipitate was collected by filtration
  4. customrecrystallized from water

出典と根拠

ORDレコード
ord-5c8c2d12884f4a1daa2ad21638087b33
出典データセット
uspto-grants-2013_07
特許番号
US08492378B2

反応ノート

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