Potassium Carbonate → HCID 22606955, compound

HRID 2307586Notes

Reaction equation

HRID 2307586 reaction equation
COC[O:4][C:5]1[CH:6]=[C:7](B(O)O)[CH:8]=[CH:9][CH:10]=1.[C:14]([C:18]1[CH:19]=[C:20]([CH:26]=[CH:27][C:28]=1OS(C(F)(F)F)(=O)=O)[C:21]([O:23][CH2:24][CH3:25])=[O:22])([CH3:17])([CH3:16])[CH3:15].C(=O)([O-])[O-].[K+].[K+]>C(O)C.[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[OH:4][C:5]1[CH:6]=[C:7]([C:28]2[CH:27]=[CH:26][C:20]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:19][C:18]=2[C:14]([CH3:15])([CH3:17])[CH3:16])[CH:8]=[CH:9][CH:10]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 22606885HCID 22606885, compoundHCID 22606941(3-(Methoxymethoxy)phenyl)boronic acid

Product 1

HCID 22606955HCID 22606955, compound

Reagents, catalysts & solvents 2

HCID 11979704Tetrakis(triphenylphosphine)palladiumCatalystHCID 702EthanolSolvent

Procedure

In a manner similar to that of Example 1(h), by reaction of 6.8 g (37 mmol) of 3-methoxymethoxyphenylboronic acid (described in Example 1(g)) with 11 g (31 mmol) of ethyl 3-tert-butyl-4-trifluoromethanesulphonyloxybenzoate, 37 mL of 2M potassium carbonate and 1.8 g of tetrakis(triphenylphosphine)-palladium, followed by deprotection in ethanol, the desired product is obtained in the form of pink crystals (m.p.=118-120° C.; m=5.3 g; Y=57%).

Sources & evidence

ORD record
ord-1867b58e4acf40ba8b4030612207447b
Source dataset
uspto-grants-2004_12
Patent number
US06831106B1

Reaction notes

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