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	US08658838B2
Source dataset	uspto-grants-2014_02
ORD ID	ord-227b3e6b6ddc4de2a99f8d238e105295
Source note	uspto-grants-2014_02