Acetic Acid → HCID 10929738, compound

HRID 361987Notes

Reaction equation

[CH2:1]([C:20]1[CH:25]=[C:24]([CH3:26])[C:23]([OH:27])=[C:22]([CH2:28][C:29]2[CH:34]=[C:33]([CH3:35])[CH:32]=[CH:31][C:30]=2[OH:36])[C:21]=1[CH3:37])[C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([OH:9])=[C:4]([CH2:10][C:11]2[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][C:12]=2[OH:18])[C:3]=1[CH3:19].[OH-:38].[Na+].O.[CH2:41]=O.[C:43]([OH:46])(=O)C>O1CCCC1>[CH2:1]([C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([OH:9])=[C:4]([CH2:10][C:11]2[CH:16]=[C:15]([CH3:17])[CH:14]=[C:13]([CH2:43][OH:46])[C:12]=2[OH:18])[C:3]=1[CH3:19])[C:20]1[CH:25]=[C:24]([CH3:26])[C:23]([OH:27])=[C:22]([CH2:28][C:29]2[CH:34]=[C:33]([CH3:35])[CH:32]=[C:31]([CH2:41][OH:38])[C:30]=2[OH:36])[C:21]=1[CH3:37]

Participants

Conditions

Temperature: 25 °C

Procedure

Into a 4 liter four-necked flask were charged 49.66 g of 4,4'-methylenebis[2-(2-hydroxy-5-methylbenzyl)-3,6-dimethylphenol], 9.60 gof sodium hydroxide, 167.1 g of water and 16.7 g of tetrahydrofurane. Whilestirring at 40° C., 48.7 g of 37% formaldehyde was added dropwise thereto over one hour, and the reaction was conducted for 5 more hours. After completion of the reaction, 19.2 g of 90% aqueous acetic acid solution was added for neutralization, then cooled to 25° C. and filtered. The filtered product thus obtained was rinsed with 100 g of deionized water and dried a whole day and night at 45° C. under reduced pressure to obtain 48.2 g of 4,4'-methylenebis[2-(2-hydroxy-3-hydroxymethyl-5-methylbenzyl)-3,6-dimethylphenol].

Workup

additionwas added for neutralization
filtrationfiltered
customThe filtered product thus obtained
washwas rinsed with 100 g of deionized water
customdried a whole day and night at 45° C. under reduced pressure

Sources & evidence

ORD record: ord-54f162c4fda84aeeba78c0c01fb2b7c9
Source dataset: uspto-grants-1999_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05866724

Reaction notes

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