Dimethoxymethane → 2,2'-Methylenebis(4-methyl-6-tert-butylphenol)

HRID 2058811Notes

Reaction equation

HRID 2058811 reaction equation
[C:1]([C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:6]=1[OH:16])([CH3:4])(C)C.COC[O:20][CH3:21]>S(=O)(=O)(O)O>[CH2:1]([C:4]1[CH:1]=[C:5]([CH3:10])[CH:6]=[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:21]=1[OH:20])[C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([C:12]([CH3:13])([CH3:14])[CH3:15])[C:6]=1[OH:16]

Participants

4

Reactant 2

HCID 8020DimethoxymethaneHCID 314042,6-Di-tert-butyl-4-methylphenol

Product 1

HCID 83982,2'-Methylenebis(4-methyl-6-tert-butylphenol)Yield 66.4%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidCatalyst

Procedure

Into a reactor similar to that described in Example 1 hereinabove there are charged 220 g (1 g-mol) of 2,6-ditert.-butyl-4-methylphenol, 2.2 g of concentrated sulfuric acid and at the temperature of 120° C. 76 g (1.0 g-mol) of methylal are fed into the reactor for 1 hour. The reaction mass is treated following the procedure described in the foregoing Example 1 to give 112.9 g of 2,2'-methylene-bis-(4-methyl-6-tert.butylphenol) which constitutes 99.1% of theory, as calculated for the reacted 2,6-ditert.butyl-4-methylphenol (conversion of the latter is 67.0%). The unreacted methylal and 2,6-ditert.butyl-4-methylphenol are recycled back into the process.

Workup

  1. customInto a reactor similar to that described in Example 1 hereinabove there
  2. customat the temperature of 120° C
  3. additionThe reaction mass is treated

Sources & evidence

ORD record
ord-99c52770b84942dcb4f01b7ba71749d7
Source dataset
uspto-grants-1982_03
Patent number
US04319052

Reaction notes

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