Potassium Carbonate → HCID 67020708, compound

HRID 2377214Notes

Reaction equation

HRID 2377214 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]([C:21](=[O:23])[CH3:22])[CH:8]=1)(=O)=O.[C:26]([C:30]1[CH:35]=[CH:34][C:33](B(O)O)=[CH:32][CH:31]=1)([CH3:29])([CH3:28])[CH3:27].[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:26]([C:30]1[CH:35]=[CH:34][C:33]([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]([C:21](=[O:23])[CH3:22])[CH:8]=2)=[CH:32][CH:31]=1)([CH3:29])([CH3:28])[CH3:27]

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 433294Lithium ChlorideHCID 27343204-tert-Butylphenylboronic acidHCID 86598704HCID 86598704, compound

Product 1

HCID 67020708HCID 67020708, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 178418397HCID 178418397, compoundCatalyst

Procedure

In a manner similar to that of Example 2 b, by reacting 1.3 g (3.4 mmol) of 3-acetyl-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-1-naphthyl 1,1,1-trifluoromethanesulfonate with 600 mg (4.4 mmol) of 4-tert-butylphenylboronic acid, 450 mg (10.8 mmol) of lithium chloride, 4.6 mL (9.2 mmol) of 2 M potassium carbonate solution and 220 mg of tetrakis(triphenylphosphine)palladium. The desired product is obtained in the form of white crystals (m=812 mg; yield=66%; m.p.=134° C.).

Sources & evidence

ORD record
ord-07354f4bb77949838dc9e81ae1e9187c
Source dataset
uspto-grants-2008_12
Patent number
US07468457B2

Reaction notes

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