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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1272342Generated: November 3, 2026

p-Xylyl bromide → 1-(4-Methoxyphenyl)-4-(2,2,4,6,7-pentamethyl-3-(4-methylbenzyl)oxy-2,3-dihydro-1-benzofuran-5-yl)piperazine

https://huagongshe.com/reaction/1272342

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Xylyl bromideHCID 7721—
ReactantDiisopropylether methanolHCID 21882575—
Reactant5-(4-(4-Methoxyphenyl)piperazin-1-yl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-olHCID 67420208—
Product1-(4-Methoxyphenyl)-4-(2,2,4,6,7-pentamethyl-3-(4-methylbenzyl)oxy-2,3-dihydro-1-benzofuran-5-yl)piperazineHCID 1845604268%

Reaction Steps

Using α-bromo-p-xylene and 5-(4-(4-methoxyphenyl)piperazin-1-yl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-3-ol obtained in Reference Example 18, the title compound was synthesized in the same manner as in Example 74. Yield 68%. mp. 84–85° C. (diisopropyl ether-methanol). 1H-NMR (CDCl3) δ: 1.36 (3H, s), 1.59 (3H, s), 2.07 (3H, s), 2.24 (3H, s), 2.25 (3H, s), 2.33 (3H, s), 3.05–3.35 (8H, m), 3.78 (3H, s), 4.49 (2H, s), 4.66 (1H, s), 6.86 (2H, d, J=9.2 Hz), 6.97 (2H, d, J=9.2 Hz), 7.13 (2H, d, J=8.2 Hz), 7.23 (2H, d, J=8.2 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07208495B2
Source datasetuspto-grants-2007_04
ORD IDord-186bb96ea37c407088c6041fdbe41a55
Source noteuspto-grants-2007_04