Acetic Acid → HCID 18986673, compound

HRID 2396931Notes

Reaction equation

[C:1]([O:4][C:5]1[C:10]([CH3:11])=[CH:9][C:8](O)=[C:7]([CH3:13])[C:6]=1[CH3:14])(=[O:3])[CH3:2].[CH3:15][C:16](=C)[CH2:17]O.C=O.[C:22]([OH:25])(=[O:24])[CH3:23]>>[CH3:23][C:22]1([OH:25])[CH:16]([CH3:17])[CH2:15][C:9]2[C:8](=[C:7]([CH3:13])[C:6]([CH3:14])=[C:5]([O:4][C:1](=[O:3])[CH3:2])[C:10]=2[CH3:11])[O:24]1

Participants

Reactant 4

HCID 176Acetic Acid

HCID 712Formaldehyde

HCID 10557Methallyl alcohol

HCID 1190244-Hydroxy-2,3,6-trimethylphenyl acetate

Product 1

HCID 18986673HCID 18986673, compound

Conditions

Temperature: 150 °C

Procedure

A pressure-proof reaction vessel equipped with a stirrer was charged with 17.5 g (0.09 mole) of 4-acetoxy-2,3,5-trimethylphenol, 32.5 g (0.45 mole) of 2-methyl-2-propen-1-ol, 3.7 g (0.099 mole) of 80% paraformaldehyde and 2.7 g (0.045 mole) of acetic acid, and the mixture was reacted, with stirring, at 150° C. for 3 hours. However, the desired product 2,5,7,8-tetramethyl-6-acetoxy-2-hydroxy-methylchroman could not be obtained at all.

Workup

customA pressure-proof reaction vessel
customequipped with a stirrer
customthe mixture was reacted

Sources & evidence

ORD record: ord-984d0ab40749434bb20a08b596da740f
Source dataset: uspto-grants-1996_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05495026

Reaction notes

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