Acetic Acid → HCID 86753692, compound

HRID 361988Notes

Reaction equation

HRID 361988 reaction equation
[CH2:1]([C:21]1[CH:26]=[C:25]([CH3:27])[C:24]([OH:28])=[C:23]([CH2:29][C:30]2[CH:35]=[C:34]([CH3:36])[C:33]([OH:37])=[CH:32][C:31]=2[CH3:38])[C:22]=1[CH3:39])[C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([OH:9])=[C:4]([CH2:10][C:11]2[CH:16]=[C:15]([CH3:17])[C:14]([OH:18])=[CH:13][C:12]=2[CH3:19])[C:3]=1[CH3:20].[OH-:40].[Na+].O.[CH2:43]=O.[C:45]([OH:48])(=O)C>O1CCCC1>[CH2:1]([C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([OH:9])=[C:4]([CH2:10][C:11]2[CH:16]=[C:15]([CH3:17])[C:14]([OH:18])=[C:13]([CH2:45][OH:48])[C:12]=2[CH3:19])[C:3]=1[CH3:20])[C:21]1[CH:26]=[C:25]([CH3:27])[C:24]([OH:28])=[C:23]([CH2:29][C:30]2[CH:35]=[C:34]([CH3:36])[C:33]([OH:37])=[C:32]([CH2:43][OH:40])[C:31]=2[CH3:38])[C:22]=1[CH3:39]

Participants

7

Reactant 5

HCID 176Acetic AcidHCID 712FormaldehydeHCID 962WaterHCID 14798Sodium HydroxideHCID 59900777HCID 59900777, compound

Product 1

HCID 86753692HCID 86753692, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

Into a four-necked flask were charged 78.7 parts of 4,4'-methylenebis[2-(4-hydroxy-2,5-dimethylbenzyl)-3,6-dimethylphenol], 28.8 parts of sodium hydroxide, 850 parts of water and 150 parts of tetrahydrofurane and they were completely dissolved. While stirring at 40° C., 73.0 parts of 37% formaldehyde was added dropwise thereto and the reaction was conducted for 6 hours. After completion of the reaction, 45.0 parts of acetic acid was added for neutralization and then the mixture was cooled to 25° C. Thereafter, the precipitated crystalline product was filtered out and rinsed with 1000 parts of deionized water. The filtered product was dried a whole day and night under reduced pressure at 45° C. to obtain 71.9 parts of 4,4'-methylenebis[2-(4-hydroxy-3-hydroxymethyl-2,5-dimethylbenzyl)-3,6-dimethylphenol]

Workup

  1. dissolutionwere completely dissolved
  2. additionwas added for neutralization
  3. temperaturethe mixture was cooled to 25° C
  4. filtrationThereafter, the precipitated crystalline product was filtered out
  5. washrinsed with 1000 parts of deionized water
  6. customThe filtered product was dried a whole day and night under reduced pressure at 45° C.

Sources & evidence

ORD record
ord-075b4d1a511741788617cded9e875dfb
Source dataset
uspto-grants-1999_02
Patent number
US05866724

Reaction notes

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