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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046061Generated: November 3, 2026

N-(6,6-dimethyl bicyclo[3.1.1]heptan-2-yl)-4-(4-hydroxybut-1-ynyl)benzenesulphonamide → N-(6,6-Dimethylbicyclo[3.1.1]heptan-2-yl)-4-(4-hydroxybutyl)benzene sulfonamide

https://huagongshe.com/reaction/2046061

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(6,6-dimethyl bicyclo[3.1.1]heptan-2-yl)-4-(4-hydroxybut-1-ynyl)benzenesulphonamideHCID 66614933—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
ProductN-(6,6-Dimethylbicyclo[3.1.1]heptan-2-yl)-4-(4-hydroxybutyl)benzene sulfonamideHCID 66614961104.3%

Reaction Steps

A mixture of the product of Step B (0.11 g, 0.3 mmol) and 10% Pd/C (0.06 g) in EtOH (10 ml) was stirred for 16 h under H2. The catalyst was filtered through Celite pad and the filtrate evaporated to dryness to give the title compound (0.11 g, 100%) as creamy gum. 1H-NMR (CDCl3) 7.74 (d, 2H, J=7.89 Hz); 7.29 (d, 2H, J=8.01 Hz); 4.9 (bs, 1H, NH); 3.71-3.65 (m, 2H); 2.92-2.87 (m, 2H); 2.70 (t, 2H, J=7.74 Hz); 2.45-2.30 (m, 1H); 2.25-2.10 (m, 1H); 1.86-1.58 (m, 9H); 1.3-1.1 (m, 2H); 1.08 (s, 3H); 0.83 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592399B2
Source datasetuspto-grants-2013_11
ORD IDord-2bc7060f67a54d80864d4ae7bd716d4f
Source noteuspto-grants-2013_11