Potassium Carbonate → HCID 86650057, compound

HRID 1888300Notes

Reaction equation

HRID 1888300 reaction equation
C([O:4][C@H:5]1[CH2:9][CH2:8][C@H:7](/[CH:10]=[CH:11]/[C@@H:12]([O:20][CH:21]2[CH2:26][CH2:25][CH2:24][CH2:23][O:22]2)[CH2:13][C@@H:14]([CH3:19])[CH2:15][CH2:16][CH2:17][CH3:18])[C@H:6]1[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH:32]([Se:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[C:33]([O:35][CH3:36])=[O:34])(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO.C(OCC)(=O)C>[OH:4][C@H:5]1[CH2:9][CH2:8][C@H:7](/[CH:10]=[CH:11]/[C@@H:12]([O:20][CH:21]2[CH2:26][CH2:25][CH2:24][CH2:23][O:22]2)[CH2:13][C@@H:14]([CH3:19])[CH2:15][CH2:16][CH2:17][CH3:18])[C@H:6]1[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH:32]([Se:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[C:33]([O:35][CH3:36])=[O:34]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 86650058HCID 86650058, compound

Product 1

HCID 86650057HCID 86650057, compoundYield 77.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of the compound 21 (507 mg) in methanol (7.00 mL) was added potassium carbonate (128 mg) and the solution was stirred at room temperature overnight. The reaction solution was diluted with ethyl acetate and washed with an aqueous saturated ammonium chloride solution and brine. The reaction solution was dried over anhydrous sodium sulfate and concentrated. The obtained residue was purified by column chromatography on silica gel (hexane : ethyl acetate=4:1), to give the title compound (370 mg) having the following physical data.

Workup

  1. washwashed with an aqueous saturated ammonium chloride solution and brine
  2. dry with materialThe reaction solution was dried over anhydrous sodium sulfate
  3. concentrationconcentrated
  4. customThe obtained residue was purified by column chromatography on silica gel (hexane : ethyl acetate=4:1)

Sources & evidence

ORD record
ord-d4a9b33a52ef49e7ab2a90d9ff60e956
Source dataset
uspto-grants-2013_08
Patent number
US08501793B2

Reaction notes

Loading…