Potassium Carbonate → HCID 22606926, compound

HRID 2307576Notes

Reaction equation

HRID 2307576 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5](B(O)O)[CH:6]=[CH:7][CH:8]=1)=[O:2].Br[C:13]1[CH:18]=[CH:17][C:16]([C:19]2([CH2:24][CH3:25])[O:23][CH2:22][CH2:21][O:20]2)=[CH:15][C:14]=1[CH3:26].C(=O)([O-])[O-].[K+].[K+]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH2:24]([C:19]1([C:16]2[CH:17]=[CH:18][C:13]([C:7]3[CH:6]=[CH:5][CH:4]=[C:3]([CH:1]=[O:2])[CH:8]=3)=[C:14]([CH3:26])[CH:15]=2)[O:23][CH2:22][CH2:21][O:20]1)[CH3:25]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 27343563-Formylphenylboronic acidHCID 22345619HCID 22345619, compound

Product 1

HCID 22606926HCID 22606926, compound

Reagents, catalysts & solvents 1

HCID 178418397HCID 178418397, compoundCatalyst

Procedure

In a manner similar to that of Example 1(h), by reaction of 6.6 g (44 mmol) of 3-formylbenzeneboronic acid and 10 g (37 mmol) of 2-(4-bromo-3-methylphenyl)-2-ethyl-[1,3]dioxolane with 45 mL of 2.0M potassium carbonate and 2.14 g of tetrakis(triphenylphosphine)palladium, the desired product is obtained in the form of a thick oil (m=9.1 g; Y=84%).

Sources & evidence

ORD record
ord-75d676d9279d407684250c5bf5f84c0f
Source dataset
uspto-grants-2004_12
Patent number
US06831106B1

Reaction notes

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