Formaldehyde → HCID 53638139, compound

HRID 361979Notes

Reaction equation

[OH:1][C:2]1C=[CH:6][C:5]([C:8]([C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[C:18]([CH3:23])[CH:17]=2)([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH3:9])=[CH:4][C:3]=1[CH3:24].[OH-:25].[Na+].O.[CH2:28]=O.C([O:33][CH2:34][CH3:35])(=O)C>C1(C)C=CC=CC=1.C(O)(=O)C>[OH:1][C:2]1[C:3]([CH3:24])=[CH:4][C:5]([C:8]([C:16]2[CH:21]=[C:20]([CH3:28])[C:19]([OH:22])=[C:18]([CH2:23][OH:25])[CH:17]=2)([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH3:9])=[CH:6][C:35]=1[CH2:34][OH:33]

Participants

Conditions

Temperature: 50 °C

Procedure

Into a 100 ml four-necked flask were charged 25.47 g of 1,1-bis(4-hydroxy-3-methylphenyl)-1-phenylethane["Bis-OC-AP" manufactured by Honshu Kagaku Co., Ltd.], 4.48 g of sodium hydroxide and 44.8 g of water. While stirring at 50° C., 25.97 g of 37% formaldehyde was added dropwise thereto over 1 hour, and the reaction was conducted for 1 more hour. After completion of the reaction, 11 g of 90% aqueous acetic acid solution was added for neutralization and then the mixture was cooledto 25° C. Thereafter, 100 g of ethyl acetate and 20 g of toluene were added thereto and a phase separation was carried out. Then, the resulting mixture was concentrated to obtain 30.2 g of 1,1-bis(4-hydroxy-3-hydroxymethyl-5-methylphenyl)-1-phenylethane. Purity measured by liquid chromatography (LC): 85%

Workup

additionwas added for neutralization
customwas cooledto 25° C
customa phase separation
concentrationThen, the resulting mixture was concentrated

Sources & evidence

ORD record: ord-4ee73804dcc341598b473754720fd391
Source dataset: uspto-grants-1999_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05866724

Reaction notes

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