Acetone → (4-((1,1-Dioxidothiomorpholino)methyl)phenyl)boronic acid

HRID 472337

반응식

HRID 472337 반응식
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([B:9]([OH:11])[OH:10])=[CH:5][CH:4]=1.[NH:12]1[CH2:17][CH2:16][S:15](=[O:19])(=[O:18])[CH2:14][CH2:13]1.C(=O)([O-])[O-].[K+].[K+].CC(C)=O>>[B:9]([C:6]1[CH:7]=[CH:8][C:3]([CH2:2][N:12]2[CH2:17][CH2:16][S:15](=[O:19])(=[O:18])[CH2:14][CH2:13]2)=[CH:4][CH:5]=1)([OH:11])[OH:10]

참가 물질

5

반응물 4

HCID 180AcetoneHCID 11430Potassium CarbonateHCID 27355934-(Bromomethyl)phenylboronic acidHCID 6484228Thiomorpholine 1,1-dioxide

생성물 1

HCID 54970580(4-((1,1-Dioxidothiomorpholino)methyl)phenyl)boronic acid

반응 조건

온도
40 °C

실험 절차

A suspension of (4-bromomethylphenyl)boronic acid (2.00 g, 9.31 mmol), thiomorpholine 1,1-dioxide (1.50 g, 11.1 mmol) and potassium carbonate (2.60 g, 18.8 mmol) in acetone (25 mL, 340 mmol) was heated at 40° C. for 18 hours then cooled to room temperature. The volatiles were evaporated and the residue was suspended in saturated aqueous ammonium chloride (100 mL). The aqueous was decanted from the waxy solid and the solid was dissolved in methanol (50 mL), filtered to remove insoluble salts and evaporated. 4-[(4-boronophenyl)methyl]-thiomorpholine 1,1-dioxide was isolated as a tan foam. The crude material was used without further purification.

후처리

  1. temperaturethen cooled to room temperature
  2. customThe volatiles were evaporated
  3. customThe aqueous was decanted from the waxy solid
  4. dissolutionthe solid was dissolved in methanol (50 mL)
  5. filtrationfiltered
  6. customto remove insoluble salts
  7. customevaporated

출처 및 근거

ORD 기록
ord-b976641f55424446aab7a54ccbcf9797
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08633173B2

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