3,3'-Bis(1,1-dimethylethyl)-5,5'-dimethoxy(1,1'-biphenyl)-2,2'-diol → HCID 22036596, compound

HRID 1479683Notes

Reaction equation

HRID 1479683 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.[CH2:41]([N:43]([CH2:46][CH3:47])[CH2:44][CH3:45])[CH3:42].P(Cl)([O-])[O-]>C(OCC)(=O)C.CCN(CC)CC>[CH3:8][CH2:9][O:11][C:34]([CH3:35])=[O:39].[CH3:42][CH2:41][N:43]([CH2:46][CH3:47])[CH2:44][CH3:45]

Participants

6

Reactant 3

HCID 1192343,3'-Bis(1,1-dimethylethyl)-5,5'-dimethoxy(1,1'-biphenyl)-2,2'-diolHCID 22015288ChlorophosphiteHCID 131736576Biphenol triethylamine

Product 1

HCID 22036596HCID 22036596, compound

Reagents, catalysts & solvents 2

HCID 8471TriethylamineSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
35 °C

Procedure

In a 100 ml Schlenk, under protective gas, 7.3 g (21.0 mmol) of 2,2′-bis(3,5-dimethylphenol)chlorophosphite were dissolved in 15 ml of degassed ethyl acetate and heated to 35° C. In a second Schlenk (100 ml), 3.9 g (9.5 mmol) of 3,3′-di-tert-butyl-5,5′-dimethoxy-[1,1′-biphenyl]-2,2′-diol were dissolved in 7.0 ml of NEt3. Subsequently, the biphenol/triethylamine solution was slowly added dropwise to the chlorophosphite solution within 20 minutes. The solution was stirred at 35° C. for a further hour and then at 45° C. overnight.

Workup

  1. customat 45° C.
  2. customovernight

Sources & evidence

ORD record
ord-8e06eeee5f5a4baebbfb7b696a383a23
Source dataset
uspto-grants-2016_08
Patent number
US09409844B2

Reaction notes

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