Potassium Carbonate → 18666-87-0

HRID 1769233Notes

Reaction equation

HRID 1769233 reaction equation
[C:1]1([Si:7]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:8][CH2:9][O:10]C(=O)C)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O-])([O-])=O.[K+].[K+]>CO>[C:14]1([Si:7]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:8][CH2:9][OH:10])[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 11725203HCID 11725203, compound

Product 1

HCID 1026705318666-87-0Yield 28%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The crude (3) was dissolved in 100 mL MeOH, and 10.0 g of K2CO3 was added all at once. The reaction was complete after 1 h of stirring at room temperature. The solids were filtered off, and the filtrate was concentrated. The concentrated residue was partitioned between 100/100 mL H2O/EtOAc. After solvent removal from the organic layer, the residue was vacuum dried. Flash chromatography (18% EtOAc in cyclohexane, Rf =0.32) using a 41 mm I.D.×150 mm long silica gel column afforded 3.42 g (28%) of (4). Recrystallization from cyclohexane gave the analytical sample as a snow-white solid, mp 96°-97° C.

Workup

  1. filtrationThe solids were filtered off
  2. concentrationthe filtrate was concentrated
  3. customThe concentrated residue was partitioned between 100/100 mL H2O/EtOAc
  4. customAfter solvent removal from the organic layer
  5. customdried

Sources & evidence

ORD record
ord-f9d8cbf9916347789cac4a023144510a
Source dataset
uspto-grants-1995_01
Patent number
US05380835

Reaction notes

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