Potassium Carbonate → HCID 21986508, compound

HRID 2235653Notes

Reaction equation

HRID 2235653 reaction equation
C([O:4][CH2:5][C:6]1[S:7][C:8]([Br:12])=[CH:9][C:10]=1[CH3:11])(=O)C.C([O-])([O-])=O.[K+].[K+]>CO>[Br:12][C:8]1[S:7][C:6]([CH2:5][OH:4])=[C:10]([CH3:11])[CH:9]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 59300614HCID 59300614, compound

Product 1

HCID 21986508HCID 21986508, compoundYield 82.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 62.4 (3.58 mmol) and K2CO3 (0.99 g, 7.16 mmol) in MeOH (18 mL) was stirred for 5 hours at room temperature. The mixture was filtered (DCM) and concentrated, and the crude product was chromatographed on silica gel (0-30% EtOAc/hexane) to afford 62.5 (0.61 g, 82%) as a yellow liquid. 1H NMR (400 MHz, CDCl3) δ 6.78 (s, 1H), 4.68 (s, 2H), 2.18 (s, 3H).

Workup

  1. filtrationThe mixture was filtered (DCM)
  2. concentrationconcentrated
  3. customthe crude product was chromatographed on silica gel (0-30% EtOAc/hexane)

Sources & evidence

ORD record
ord-df4170d8a0894d7eacc1a00160e289d6
Source dataset
uspto-grants-2010_05
Patent number
US07714008B2

Reaction notes

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