Acetic Acid → HCID 54289912, compound

HRID 361991Notes

Reaction equation

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

Participants

Conditions

Temperature: 40 °C

Procedure

Into a four-necked flask were charged 60.7 parts of 2,6-bis(4-hydroxy-2,5,6-trimethylbenzyl)-4-methylphenol, 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 65.6 parts of 2,6-bis(4-hydroxy-3-hydroxymethyl-2,5,6-trimethylbenzyl)-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-8d9dec65695c4e419be07eee484fea94
Source dataset: uspto-grants-1999_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05866724

Reaction notes

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