Acetic Acid → HCID 54261182, compound

HRID 361992Notes

Reaction equation

[OH:1][C:2]1[C:27]([CH3:28])=[CH:26][C:5]([CH2:6][C:7]2[C:12]([CH3:13])=[C:11]([CH2:14][C:15]3[CH:20]=[C:19]([CH3:21])[C:18]([OH:22])=[CH:17][C:16]=3[CH3:23])[CH:10]=[C:9]([CH3:24])[C:8]=2[OH:25])=[C:4]([CH3:29])[CH:3]=1.[OH-:30].[Na+].O.[CH2:33]=O.[C:35]([OH:38])(=O)C>O1CCCC1>[OH:1][C:2]1[C:27]([CH3:28])=[CH:26][C:5]([CH2:6][C:7]2[C:12]([CH3:13])=[C:11]([CH2:14][C:15]3[CH:20]=[C:19]([CH3:21])[C:18]([OH:22])=[C:17]([CH2:33][OH:30])[C:16]=3[CH3:23])[CH:10]=[C:9]([CH3:24])[C:8]=2[OH:25])=[C:4]([CH3:29])[C:3]=1[CH2:35][OH:38]

Participants

Conditions

Temperature: 40 °C

Procedure

Into a four-necked flask were charged 58.6 parts of 2,4-bis(4-hydroxy-2,5-dimethylbenzyl)-3,6-dimethylphenol, 21.6 parts of sodium hydroxide, 900 parts of water and 100 parts of tetrahydrofurane andthey were completely dissolved. While stirring at 40° C., 73.0 partsof 37% formaldehyde was added dropwise thereto and the reaction was conducted for 6 hours. After completion of the reaction, 36.0 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 59.5 parts of 2,4-bis(4-hydroxy-3-hydroxymethyl-2,5-dimethylbenzyl)-3,6-dimethylphenol.

Workup

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

Sources & evidence

ORD record: ord-b28a46c3fecf4726a90a8f2331e8073d
Source dataset: uspto-grants-1999_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05866724

Reaction notes

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