Acetic Acid → HCID 53871196, compound

HRID 361990Notes

Reaction equation

O[C:2]1[CH:25]=[CH:24][C:5]([CH2:6][C:7]2[CH:12]=[C:11]([CH3:13])[CH:10]=[C:9]([CH2:14][C:15]3[CH:20]=C[C:18](O)=[C:17]([CH3:22])[CH:16]=3)[C:8]=2[OH:23])=[CH:4][C:3]=1[CH3:26].[OH-:27].[Na+].[OH2:29].[CH2:30]=[O:31].[C:32]([OH:35])(=O)[CH3:33]>O1CCCC1>[OH:27][C:18]1[C:17]([CH3:22])=[CH:16][C:15]([CH2:14][C:9]2[CH:10]=[C:11]([CH3:13])[CH:12]=[C:7]([CH2:6][C:5]3[CH:4]=[C:3]([CH3:26])[C:2]([OH:29])=[C:25]([CH2:30][OH:31])[CH:24]=3)[C:8]=2[OH:23])=[CH:20][C:33]=1[CH2:32][OH:35]

Participants

Conditions

Temperature: 40 °C

Procedure

Into a four-necked flask were charged 52.3 parts of 2,6-bis(4-hydroxy-3-methylbenzyl)-4-methylphenol, 21.6 parts of sodium hydroxide, 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 55.1 parts of 2,6-bis(4-hydroxy-3-hydroxymethyl-5-methylbenzyl)-4-methylphenol.

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-bf784f5aa1d94e71bab07d5707200027
Source dataset: uspto-grants-1999_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05866724

Reaction notes

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