3,3'-Bis(1,1-dimethylethyl)-5,5'-dimethoxy(1,1'-biphenyl)-2,2'-diol → Pyridine ethyl acetate

HRID 1479684Notes

Reaction equation

HRID 1479684 reaction equation
C(C1C=[C:9]([O:11]C)[CH:8]=C(C2C(O)=C(C(C)(C)C)C=C(OC)C=2)C=1O)(C)(C)C.C1(O)C(C2[C:34]([OH:39])=[CH:35]C=CC=2)=CC=CC=1.[N:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1.P(Cl)([O-])[O-]>C(OCC)(=O)C.N1C=CC=CC=1>[CH3:8][CH2:9][O:11][C:34]([CH3:35])=[O:39].[N:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1

Participants

6

Reactant 3

HCID 1192343,3'-Bis(1,1-dimethylethyl)-5,5'-dimethoxy(1,1'-biphenyl)-2,2'-diolHCID 22015288ChlorophosphiteHCID 131736577Biphenol pyridine

Product 1

HCID 21992828Pyridine ethyl acetate

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 8857Ethyl AcetateSolvent2×

Conditions

Temperature
45 °C

Procedure

In a 250 ml Schlenk, under protective gas, 10.07 g (31.0 mmol) of 2,2′-bis(3,5-dimethylphenol)chlorophosphite were dissolved in 20 ml of degassed ethyl acetate and heated to 45° C. In a second Schlenk (50 ml), 5.54 g (15 mmol) of 3,3′-di-tert-butyl-5,5′-dimethoxy-[1,1′-biphenyl]-2,2′-diol were dissolved in 26 ml of ethyl acetate and 5.2 ml of degassed pyridine. Subsequently, the biphenol/pyridine solution was slowly added dropwise to the chlorophosphite solution within 30 minutes. The solution was stirred at 45° C. overnight.

Sources & evidence

ORD record
ord-a44d210d95ed4d2fba139a13597d55b0
Source dataset
uspto-grants-2016_08
Patent number
US09409844B2

Reaction notes

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