Formaldehyde → HCID 18986673, compound

HRID 2396932Notes

Reaction equation

[C:1]([O:4][C:5]1[C:10]([CH3:11])=[CH:9][C:8]([OH:12])=[C:7]([CH3:13])[C:6]=1[CH3:14])(=[O:3])[CH3:2].C[C:16](=C)[CH2:17][OH:18].[CH2:20]=O.[CH2:22](NCCCC)[CH2:23]CC>>[CH3:2][C:1]1([OH:3])[CH:22]([CH3:23])[CH2:11][C:10]2[C:5](=[C:6]([CH3:14])[C:7]([CH3:13])=[C:8]([O:12][C:17](=[O:18])[CH3:16])[C:9]=2[CH3:20])[O:4]1

Participants

Reactant 4

HCID 712Formaldehyde

HCID 8148Dibutylamine

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 1.2 g (0.009 mole) of dibutylamine, 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-c2370559f9a64d2199023b225cc0ecc1
Source dataset: uspto-grants-1996_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05495026

Reaction notes

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