3'-Hydroxy-3,4-methylenedioxy chalcone → 1-(3-Hydroxyphenyl)-3-(3,4-methylenedioxyphenyl)propan-1-one

Participants

Role	Name	HCID	Charge
Reactant	3'-Hydroxy-3,4-methylenedioxy chalcone	HCID 466244	—
Reactant	3-(3,4-Dimethoxyphenyl)-1-(3-hydroxyphenyl)propan-1-one	HCID 2771666	—
Product	1-(3-Hydroxyphenyl)-3-(3,4-methylenedioxyphenyl)propan-1-one	HCID 22128959	41%

Reaction Steps

Prepared in a similar manner as (7) from 3'-Hydroxy-3,4-methylenedioxy chalcone (6). Crystallization of crude material from EtOAc/hexanes afforded 4.10 g (41%) of white solids: 1H NMR (CDCl3, 300 MHz) 9.73 (s, 1H), 7.43 (d, J=7.8 Hz, 1H), 7.34-7.29 (m, 2H), 7.02 (dd, J=8.0 Hz, 1H), 6.88 (m, 1H), 6.80 (d, J=7.9 Hz, 1H), 6.71 (d, J=7.9 Hz, 1H), 5.96 (s, 2H), 3.26 (t, J=7.6 Hz, 2H), 2.84 (t, J=7.5 Hz, 2H); 13C NMR (CDCl3, 75 MHz) 199.4 158.0, 147.5, 145.7, 138.4, 135.4, 130.1, 121.5, 120.5, 119.3, 114.4, 109.2, 108.4, 101.0, 40.2, 29.7.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06133456
Source dataset	uspto-grants-2000_10
ORD ID	ord-289e03e4085644beaf02ae27a2c29582
Source note	uspto-grants-2000_10