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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 460298Generated: October 26, 2026

3-Bromo-4-(trifluoromethoxy)benzaldehyde → 3-(5-Hydroxymethyl-3,3-dimethyl-2,3-dihydro-benzofuran-7-yl)-4-trifluoromethoxy-benzaldehyde

https://huagongshe.com/reaction/460298

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Bromo-4-(trifluoromethoxy)benzaldehydeHCID 13150416—
Reactant[3,3-Dimethyl-7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-benzofuran-5-yl]-methanolHCID 18445402—
Product3-(5-Hydroxymethyl-3,3-dimethyl-2,3-dihydro-benzofuran-7-yl)-4-trifluoromethoxy-benzaldehydeHCID 1844540959%

Reaction Steps

The intermediate 3-(5-hydroxymethyl-3,3-dimethyl-2,3-dihydro-benzofuran-7-yl)-4-trifluoromethoxy-benzaldehyde was prepared in a similar manner to example 1a using [3,3-dimethyl-7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-benzofuran-5-yl]-methanol and 3-bromo-4-trifluoromethoxy benzaldehyde. 59% yield. 1H-NMR (300 MHz, CDCl3): 1.39 (s, 6H), 1.71 (m, 1H), 4.26 (s, 2H), 4.68 (s, 2H), 7.14 (d, J=2.3 Hz, 1H), 7.21 (d, J=1.5 Hz, 1H), 7.49 (dd, J1=8.5 Hz, J2=1.5 Hz, 1H), 7.91 (dd, J1=8.5 Hz, J2=2.1 Hz, 1H), 8.01 (d, J=2.3 Hz, 1H), 10.03 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07196108B2
Source datasetuspto-grants-2007_03
ORD IDord-2445a4763310420490e249d0bd62c384
Source noteuspto-grants-2007_03