Acetic Acid → HCID 54403348, compound

HRID 361989Notes

Reaction equation

[OH:1][C:2]1C=[CH:25][C:5]([CH2:6][C:7]2[C:12]([CH3:13])=[C:11]([CH3:14])[CH:10]=[C:9]([CH2:15][C:16]3[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([CH3:23])[CH:17]=3)[C:8]=2[OH:24])=[CH:4][C:3]=1[CH3:27].[OH-:28].[Na+].O.[CH2:31]=O.[C:33]([OH:36])(=O)[CH3:34]>O1CCCC1>[OH:1][C:2]1[C:3]([CH3:27])=[CH:4][C:5]([CH2:6][C:7]2[C:12]([CH3:13])=[C:11]([CH3:14])[CH:10]=[C:9]([CH2:15][C:16]3[CH:21]=[C:20]([CH3:31])[C:19]([OH:22])=[C:18]([CH2:23][OH:28])[CH:17]=3)[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 2,6-bis(4-hydroxy-3-methylbenzyl)-3,4-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 57.1 parts of 2,6-bis(4-hydroxy-3-hydroxymethyl-5-methylbenzyl)-3,4-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-f817804a6d2e45c19b813af1f1bfd98c
Source dataset: uspto-grants-1999_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05866724

Reaction notes

Loading…