Potassium Carbonate → HCID 59878880, compound

HRID 275824Notes

Reaction equation

HRID 275824 reaction equation
C([O:9][C@@H:10]1[CH2:18][C@@H:13]2[O:14][C:15](=[O:17])[CH2:16][C@@H:12]2[C@H:11]1[CH2:19][CH2:20][C:21]1([O:34][CH2:33][CH2:32][O:31]1)[CH2:22][O:23][C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=1)(=O)C1C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+].[Cl-].[NH4+]>CO.[Cl-].[Na+].O>[Cl:30][C:26]1[CH:25]=[C:24]([CH:29]=[CH:28][CH:27]=1)[O:23][CH2:22][C:21]1([O:34][CH2:33][CH2:32][O:31]1)[CH2:20][CH2:19][C@@H:11]1[C@@H:12]2[C@@H:13]([O:14][C:15](=[O:17])[CH2:16]2)[CH2:18][C@H:10]1[OH:9]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 70152786HCID 70152786, compound

Product 1

HCID 59878880HCID 59878880, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

To a solution of 9 (1.15 g, 2.36 mmol) in methanol (40 mL) was added potassium carbonate (389 mg, 2.81 mmol). After 3.5 h, saturated ammonium chloride (45 mL) and saturated brine (25 mL) were added, the mixture was extracted with ethyl acetate (3×60 mL), dried (magnesium sulfate), filtered, concentrated, and chromatographed on a 14 cm tall×41 mm diameter silica gel column eluting with 4:1 ethyl acetate:hexane to afford 10 (708 mg,81%).

Workup

  1. extractionthe mixture was extracted with ethyl acetate (3×60 mL)
  2. dry with materialdried (magnesium sulfate)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customchromatographed on a 14 cm tall×41 mm diameter silica gel column
  6. washeluting with 4:1 ethyl acetate

Sources & evidence

ORD record
ord-7fb6b519471441bda8a09c38817f41cc
Source dataset
uspto-grants-2002_03
Patent number
US06353014B1

Reaction notes

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