2,4-Dimethoxy-3-methylbenzaldehyde → 4-(3-(2,4-Dihydroxyphenyl)propyl)-2-methylbenzene-1,3-diol

Participants

Role	Name	HCID	Charge
Reactant	2,4-Dimethoxy-3-methylbenzaldehyde	HCID 251693	—
Reactant	4-(3-(3,5-Dihydroxyphenyl)propyl)benzene-1,3-diol	HCID 44611837	—
Product	4-(3-(2,4-Dihydroxyphenyl)propyl)-2-methylbenzene-1,3-diol	HCID 44611968	—

Reaction Steps

Compound 32 was synthesized following a similar procedure as described for compound 30 using as starting materials 2,4-dibenzyloxyacetophenone and 2,4-dimethoxy-3-methylbenzaldehyde. 1H-NMR (MeOD, 500 MHz): δ 6.879 (d, 1H, J=8.5 Hz), 6.747(d, 1H, J=8.0 Hz), 6.352(d, 1H, J=1.5 Hz), 6.341(d, 1H, J=4.0 Hz), 6.285(dd, 1H, J=8.0 Hz & 2.5 Hz), 2.567(dd, 4H, J=8.0 & 7.5 Hz), 2.133(s, 3H), 1.786-1.817 (m, 2H). 13C-NMR (MeOD, 125 MHz): δ 155.486(C), 155.316(C), 153.428(C), 152.906(C), 130.295(CH), 126.523(CH), 120.933(C), 120.518(C), 111.556(C), 106.788(CH), 106.377(CH), 102.283 (CH), 30.767(CH2), 29.649(CH2), 29.127(CH2), 7.833(CH3).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09096507B2
Source dataset	uspto-grants-2015_08
ORD ID	ord-6c8aa05e5b5c49e7bf6506f9b52df4e4
Source note	uspto-grants-2015_08