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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1035206Generated: October 31, 2026

4-Hydroxybenzaldehyde → 1-(4-(Azetidin-3-yloxy)benzyl)azetidine

https://huagongshe.com/reaction/1035206

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantAzetidineHCID 10422—
Reactanttert-Butyl 3-(4-((dimethylamino)methyl)-3-methylphenoxy)azetidine-1-carboxylateHCID 58043102—
Reactant1-(4-(Azetidin-3-yloxy)-2-methylphenyl)-N,N-dimethylmethanamineHCID 66656350—
Product1-(4-(Azetidin-3-yloxy)benzyl)azetidineHCID 6665349539%

Reaction Steps

Using similar protocols as described in Examples 20A, 20B and 20C employing azetidine and 4-hydroxybenzaldehyde as starting material afforded 0.44 g (39%) of 41A as an oil. 1H NMR (500 MHz, CDCl3): δ 2.06 (m, 2H), 3.18 (m, 4H), 3.35 (t, 1H), 3.48 (s, 2H), 3.66 (t, 1H), 3.8-5.0 (m, 3H), 6.71 (m, 2H), 7.16 (d, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546375B2
Source datasetuspto-grants-2013_10
ORD IDord-48605add3136462ebe946ee8f998c2a6
Source noteuspto-grants-2013_10