Acetic Acid → HCID 54471756, compound

HRID 361993Notes

Reaction equation

O[C:2]1C=[CH:25][C:5]([CH2:6][C:7]2[C:12]([CH3:13])=[C:11]([CH2:14][C:15]3[CH:20]=[CH:19][C:18](O)=[C:17]([CH3:22])[CH:16]=3)[CH:10]=[C:9]([CH3:23])[C:8]=2[OH:24])=[CH:4][C:3]=1[CH3:27].[OH-:28].[Na+].[OH2:30].[CH2:31]=[O:32].[C:33]([OH:36])(=O)[CH3:34]>O1CCCC1>[OH:28][C:2]1[C:3]([CH3:27])=[CH:4][C:5]([CH2:6][C:7]2[C:12]([CH3:13])=[C:11]([CH2:14][C:15]3[CH:16]=[C:17]([CH3:22])[C:18]([OH:30])=[C:19]([CH2:31][OH:32])[CH:20]=3)[CH:10]=[C:9]([CH3:23])[C:8]=2[OH:24])=[CH:25][C:34]=1[CH2:33][OH:36]

Participants

Conditions

Temperature: 40 °C

Procedure

Into a four-necked flask were charged 54.4 parts of 2,4-bis(4-hydroxy-3-methylbenzyl)-3,6-dimethylphenol, 21.6 parts of sodiumhydroxide, 900 parts of water and 100 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 conductedfor 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 56.4 parts of 2,4-bis(4-hydroxy-3-hydroxymethyl-5-methylbenzyl)-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-5b0c0572f92142d583ee1f08a0eed8ea
Source dataset: uspto-grants-1999_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05866724

Reaction notes

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