Formaldehyde → HCID 53871196, compound

HRID 1940466Notes

Reaction equation

HRID 1940466 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:23]=[CH:24][C:25]=1[OH:26])[CH2:5][C:6]1[C:11]([OH:12])=[C:10]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[C:16]([CH3:21])[CH:15]=2)[CH:9]=[C:8]([CH3:22])[CH:7]=1.[OH-:27].[K+].[CH2:29]=[O:30].[CH3:31]O.O>O.C(O)(=O)C>[CH3:21][C:16]1[CH:15]=[C:14]([CH:19]=[C:18]([CH2:29][OH:30])[C:17]=1[OH:20])[CH2:13][C:10]1[C:11]([OH:12])=[C:6]([CH2:5][C:4]2[CH:23]=[C:24]([CH2:31][OH:27])[C:25]([OH:26])=[C:2]([CH3:1])[CH:3]=2)[CH:7]=[C:8]([CH3:22])[CH:9]=1

Participants

7

Reactant 4

HCID 712FormaldehydeHCID 14797Potassium HydroxideHCID 22242641Methanol--water (1/1)HCID 22561546HCID 22561546, compound

Product 1

HCID 53871196HCID 53871196, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

34.9 g of the thus-obtained 2,6-bis(3'-methyl-4'-hydroxybenzyl)-p-cresol, and 5.7 g of potassium hydroxide were dissolved in 300 ml of methanol/water (4/6), and 81 g of aqueous 37% solution of formalin were added thereto. Afterwards, these were reacted at 40° C. for 24 hours. The reaction mixture was diluted with 500 ml of water and neutralized with acetic acid. The pale yellow solid thus precipitated was taken out by filtration and washed with water to obtain 35 g of 2,6-bis(3'-methyl-4'-hydroxy-5'-hydroxymethylbenzyl)-p-cresol.

Workup

  1. customAfterwards, these were reacted at 40° C. for 24 hours
  2. customThe pale yellow solid thus precipitated
  3. filtrationwas taken out by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-1fa82dd82bb741f4829dd0db68477e1b
Source dataset
uspto-grants-1997_12
Patent number
US05700620

Reaction notes

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