Sodium Methoxide → HCID 178447686, compound

HRID 1106217Notes

Reaction equation

HRID 1106217 reaction equation
[P:1]([O-:15])([O:9]CC(C)(C)C)[O:2]C1C=CC=CC=1.[CH3:16][C:17]1[C:22]([OH:23])=[C:21]([CH3:24])[C:20]([CH3:25])=[C:19]([C:26]([C:29]2[CH:34]=[CH:33][C:32]([OH:35])=[CH:31][CH:30]=2)([CH3:28])[CH3:27])[C:18]=1[CH3:36].C[O-].[Na+]>>[CH2:19]([PH:1]([OH:15])([OH:9])[OH:2])[C:26]([CH3:29])([CH3:28])[CH3:27].[CH2:19]([PH:1]([OH:15])([OH:9])[OH:2])[C:26]([CH3:29])([CH3:28])[CH3:27].[CH3:24][C:21]1[C:22]([OH:23])=[C:17]([CH3:16])[C:18]([CH3:36])=[C:19]([C:26]([C:29]2[CH:30]=[CH:31][C:32]([OH:35])=[CH:33][CH:34]=2)([CH3:28])[CH3:27])[C:20]=1[CH3:25]

Participants

4

Reactant 3

HCID 10942334Sodium MethoxideHCID 22491470HCID 22491470, compoundHCID 131712658HCID 131712658, compound

Product 1

HCID 178447686HCID 178447686, compound

Conditions

Temperature
130 °C

Procedure

A mixture of 216 g (0.95 mole) of phenyl neopentyl phosphite, 134 g (0.47 mole) of tetramethyl-bisphenol-A, and 1 g of sodium methoxide were heated together in a round-bottom flask. The temperature of the reaction vessel was raised to 130° C. and a vacuum was applied. Phenol was distilled over a head temperature of 90° C. at 35 mm Hg. The temperature was raised slowly to 160° C. and the vacuum increased to 0.2 mm Hg to remove any phenol and unreacted phenyl neopentyl phosphite. The proton NMR spectrum of the product obtained showed the methyl protons at 0.77, 1.30, 1.60, 2.17 and 2.27 δ (30.8 hydrogens), the methylene protons at 3.37 and 4.43 δ (7.1 hydrogens), and the aromatic protons at 6.83 δ (4.2 hydrogens). This bisphosphite had the following structure: ##STR4##

Workup

  1. temperaturewere heated together in a round-bottom flask
  2. distillationPhenol was distilled over a head temperature of 90° C. at 35 mm Hg
  3. temperatureThe temperature was raised slowly to 160° C.
  4. temperaturethe vacuum increased to 0.2 mm Hg
  5. customto remove any phenol and unreacted phenyl neopentyl phosphite
  6. customThe proton NMR spectrum of the product obtained

Sources & evidence

ORD record
ord-a19af96b6ede44aaa3bb5194f5e88f64
Source dataset
uspto-grants-1982_01
Patent number
US04312803

Reaction notes

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