Potassium Carbonate → HCID 86598702, compound

HRID 2377210Notes

Reaction equation

HRID 2377210 reaction equation
FC(F)(F)S(O[C:7]1[C:16]2[C:15]([CH3:18])([CH3:17])[CH2:14][CH2:13][C:12]([CH3:20])([CH3:19])[C:11]=2[CH:10]=[C:9]([CH:21]=[O:22])[CH:8]=1)(=O)=O.[C:25]([C:29]1[CH:34]=[CH:33][C:32](B(O)O)=[CH:31][CH:30]=1)([CH3:28])([CH3:27])[CH3:26].[Cl-].[Li+].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>[C:25]([C:29]1[CH:34]=[CH:33][C:32]([C:7]2[C:16]3[C:15]([CH3:17])([CH3:18])[CH2:14][CH2:13][C:12]([CH3:20])([CH3:19])[C:11]=3[CH:10]=[C:9]([CH:21]=[O:22])[CH:8]=2)=[CH:31][CH:30]=1)([CH3:28])([CH3:27])[CH3:26]

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 433294Lithium ChlorideHCID 27343204-tert-Butylphenylboronic acidHCID 86598700HCID 86598700, compound

Product 1

HCID 86598702HCID 86598702, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 178418397HCID 178418397, compoundCatalyst

Procedure

In a manner similar to that of Example 21 b, by reacting 5 g (14 mmol) of 3-formyl-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-1-naphthyl 1,1,1-trifluoromethanesulfonate (Example 21a) with 2.85 g (16 mmol) of 4-tert-butylphenylboronic acid, in the presence of 1.17 g (28 mmol) of lithium chloride, 16 mL (32 mmol) of 2 M potassium carbonate solution and 800 mg of tetrakis(triphenylphosphine)palladium. The product is obtained in the form of white crystals (m=3.1 g; yield=65%, m.p.=129° C.).

Workup

  1. customThe product is obtained in the form of white crystals (m=3.1 g; yield=65%, m.p.=129° C.)

Sources & evidence

ORD record
ord-ce721423022f4f6aab8e26176e12c572
Source dataset
uspto-grants-2008_12
Patent number
US07468457B2

Reaction notes

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