Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 575690Generated: October 30, 2026

Cyclopropanemethanol → 2-Bromo-1-(cyclopropylmethoxy)-4-(ethylsulfonyl)benzene

https://huagongshe.com/reaction/575690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanemethanolHCID 75644—
ReactantSodium MethoxideHCID 10942334—
Reactant2-Bromo-1-(cyclopropylmethoxy)-4-(ethylsulfonyl)benzeneHCID 89656148—
Reactant2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6,7,8-tetrahydroisoquinolin-1-oneHCID 123801900—
Product2-Bromo-1-(cyclopropylmethoxy)-4-(ethylsulfonyl)benzeneHCID 89656148—
ProductUS10023592, Example 219HCID 118021337—

Reaction Steps

2-bromo-1-(cyclopropylmethoxy)-4-(ethanesulfonyl)benzene was prepared in a similar manner as Example 79, step 3 except that the alkoxide of cyclopropylmethanol was substituted for sodium methoxide. The title compound of Example 163, step 3 and 2-bromo-1-(cyclopropylmethoxy)-4-(ethanesulfonyl)benzene were reacted in a similar manner as in Example 89, step 2 to give the title compound. 1H NMR (DMSO-d6, 400 MHz): δ 7.83 (dd, J1=8.8 Hz, J2=2.4 Hz, 1H), 7.56 (d, J=2.4 Hz, 1H), 7.43 (s, 1H), 7.65 (d, J=8.8 Hz, 1H), 4.02-3.90 (m, 2H), 3.43 (s, 3H), 3.29-3.23 (m, 2H), 2.49-2.44 (m, 4H), 1.61-1.50 (m, 4H), 1.15-1.08 (m, 5H), 0.53-0.51 (m, 2H), 0.29-0.27 (m, 2H). LCMS: 402.0 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034900B2
Source datasetuspto-grants-2015_05
ORD IDord-ff88d7673fb047d59387c94a1fa73bee
Source noteuspto-grants-2015_05