2,2'-Methylenebis(4-methyl-6-tert-butylphenol) → HCID 15279035, compound

HRID 638675Notes

Reaction equation

HRID 638675 reaction equation
[CH2:1]([C:14]1[CH:19]=[C:18]([CH3:20])[CH:17]=[C:16]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:15]=1[OH:25])[C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:3]=1[OH:13].C(N(CC)CC)C.[C:33](Cl)(=[O:36])[CH2:34][CH3:35]>C1(C)C=CC=CC=1>[C:33]([O:25][C:15]1[C:16]([C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:17][C:18]([CH3:20])=[CH:19][C:14]=1[CH2:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:3]=1[OH:13])(=[O:36])[CH2:34][CH3:35]

Participants

5

Reactant 3

HCID 83982,2'-Methylenebis(4-methyl-6-tert-butylphenol)HCID 8471TriethylamineHCID 62324Propionyl chloride

Product 1

HCID 15279035HCID 15279035, compoundYield 88.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a 300-ml four-necked flask equipped with a thermometer, stirring apparatus and condenser were added 34.51 g (0.10 mole) of 2,2'-methylenebis(6-tert-butyl-4-methylphenol), 50 g of toluene and 11.13 g (0.11 mole) of triethylamine. After replacing the air in the container with nitrogen, 10.20 g (0.11 mole) of propionyl chloride was added dropwise. After completion of the dropwise addition, after-treatment was carried out in the same manner as in Comparative example 1 to obtain 35.0 g of 2,2'-methylenebis(6-tert-butyl-4-methylphenol) monopropionate as a white crystal. Melting point, 108°-111° C. Yield, 88.4%.

Workup

  1. customTo a 300-ml four-necked flask equipped with a thermometer
  2. additionwas added dropwise
  3. additionAfter completion of the dropwise addition

Sources & evidence

ORD record
ord-91d6b8415d12492a8fdfc392924528e7
Source dataset
uspto-grants-1985_12
Patent number
US04562281

Reaction notes

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