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

HRID 452645노트

반응식

HRID 452645 반응식
[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]

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 6228DimethylformamideHCID 17750227SimtuzumabHCID 86640031Trimethylsilylazide hexane

생성물 1

HCID 221712912-Chloro-4-(methoxycarbonyl)benzeneboronic acid수율 42%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5c8c2d12884f4a1daa2ad21638087b33
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492378B2

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