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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1427807Generated: October 26, 2026

Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol → 4-(2-(adamantan-1-yl)ethoxy)-3-chloro-N-(methylsulfonyl)benzamide

https://huagongshe.com/reaction/1427807

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTricyclo(3.3.1.1'3,7)dec-1-ylmethanolHCID 64556—
Reactant2-(Tricyclo(3.3.1.1'3,7)dec-1-yl)ethanolHCID 110810—
Reactant5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamideHCID 58042417—
Reactant3-chloro-4-fluoro-N-(methylsulfonyl)benzamideHCID 86702833—
Product4-(2-(adamantan-1-yl)ethoxy)-3-chloro-N-(methylsulfonyl)benzamideHCID 86702834—

Reaction Steps

Following the procedure as described in Example 8 and making variations as required to replace adamantan-1-ylmethanol with 2-(adamantan-1-yl)ethanol and 5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamide with 3-chloro-4-fluoro-N-(methylsulfonyl)benzamide, the title compound was obtained as a colorless solid (0.43 g, 71%): 1H NMR (300 MHz, DMSO-d6) 12.06 (s, 1H), 8.04 (d, J=2.2 Hz, 1H), 7.93 (dd, J=8.7 Hz, 2.2 Hz, 1H), 7.31 (d, J=8.7 Hz, 1H), 4.20 (t, J=6.9 Hz, 2H), 3.36 (s, 3H), 1.93 (br s, 3H), 1.70-1.55 (m, 14H); MS (ES+) m/z 411.8, 413.8 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933236B2
Source datasetuspto-grants-2015_01
ORD IDord-d5f78f0c8e284ae9b9f7aed7c3e99b71
Source noteuspto-grants-2015_01