Acetone → HCID 19764532, 화합물

HRID 248071

반응식

HRID 248071 반응식
[SH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:4][CH:3]=1.[C:13](=[O:16])([O-])[O-].[K+].[K+].[I-].[K+].[C:21](OC(=O)CBr)([CH3:24])([CH3:23])[CH3:22].[CH3:30]C(C)=O>>[C:21]([CH2:24][C:13]([S:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[CH:6][CH:7]=1)=[O:16])([CH3:30])([CH3:23])[CH3:22]

참가 물질

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반응물 5

HCID 180AcetoneHCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 79177tert-Butyl bromoacetateHCID 14033178Methyl 2-(4-mercaptophenyl)acetate

생성물 1

HCID 19764532HCID 19764532, 화합물

실험 절차

Dissolve methyl 4-mercaptophenylacetate (16.4 g, 90.3 mmol) in acetone (300 mL). Add potassium carbonate (13.7 g, 99.3 mmol), potassium iodide (1.47 g, 9.03 mmol) and t-butylbromoacetate (16 mL, 99.3 mmol). Heat at reflux for 20 hours then remove 200 mL of acetone in vacuo. Dilute the residue with ethyl ether (500 mL), wash with water (2×300 mL) and brine (300 mL). Dry (MgSO4) and evaporate the solvent in vacuo. Purify by flash chromatography to give the title compound.

후처리

  1. temperatureHeat
  2. temperatureat reflux for 20 hours
  3. customthen remove 200 mL of acetone in vacuo
  4. additionDilute the residue with ethyl ether (500 mL)
  5. washwash with water (2×300 mL) and brine (300 mL)
  6. dry with materialDry (MgSO4)
  7. customevaporate the solvent in vacuo
  8. customPurify by flash chromatography

출처 및 근거

ORD 기록
ord-6f218fe89b5c4aafaca031e3af768e57
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05208240

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