Chloroacetone → 1-((4-Bromophenyl)thio)propan-2-one

HRID 523551노트

반응식

HRID 523551 반응식
Cl[CH2:2][C:3](=[O:5])[CH3:4].C(=O)([O-])[O-].[K+].[K+].[Br:12][C:13]1[CH:18]=[CH:17][C:16]([SH:19])=[CH:15][CH:14]=1.CCCCCC>CN(C=O)C>[Br:12][C:13]1[CH:18]=[CH:17][C:16]([S:19][CH2:2][C:3](=[O:5])[CH3:4])=[CH:15][CH:14]=1

참가 물질

6

반응물 4

HCID 6571ChloroacetoneHCID 8058HexaneHCID 11430Potassium CarbonateHCID 660494-Bromothiophenol

생성물 1

HCID 8219021-((4-Bromophenyl)thio)propan-2-one수율 80%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

1-Chloro-propan-2-one (1.0 g, 11.63 mmol) and potassium carbonate (2.9 g, 21.15 mmol) were added to a solution of 4-bromo-benzenethiol (2.0 g, 10.58 mmol) in DMF (5.0 mL) at 0° C. The resulting mixture was stirred at room temperature overnight. The reaction was monitored by TLC (100% hexane). The reaction mixture quenched with ice and extracted with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated to yield the crude product. Purification by column chromatography on silica gel (2% methanol in chloroform) afforded 2.0 g of the product (80% yield).

후처리

  1. customThe reaction mixture quenched with ice
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. concentrationconcentrated
  5. customto yield the crude product
  6. customPurification by column chromatography on silica gel (2% methanol in chloroform)

출처 및 근거

ORD 기록
ord-ef30fcd53f7146e5b9b1234b57f83962
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09339501B2

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