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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2169302Generated: October 30, 2026

[(Z)-[1-amino-2-(8-phenyl-1,4-dioxaspiro[4.5]decan-8-yl)ethylidene]amino] acetate → 2-(8-Phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)acetamidine acetic acid salt

https://huagongshe.com/reaction/2169302

Reaction equation

Participants

RoleNameHCIDCharge
Reactant[(Z)-[1-amino-2-(8-phenyl-1,4-dioxaspiro[4.5]decan-8-yl)ethylidene]amino] acetateHCID 90271666—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product2-(8-Phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)acetamidine acetic acid saltHCID 8672594888.8%

Reaction Steps

To a stirred solution of (Z)-(1-amino-2-{8-phenyl-1,4-dioxaspiro[4.5]decan-8-yl}ethylidene)amino acetate (267) (1.4 g, 4.21 mmol) in methanol was added Pd—C (10%) under nitrogen atmosphere and the mixture was kept under a hydrogen atmosphere of balloon pressure at room temperature for 2 h (reaction was monitored by LC-MS). The reaction mixture was filtered and the filtrate was concentrated in vacuo to get a sticky mass which was triturated with diethyl ether to get pure 2-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)acetamidine acetic acid salt (268) (1.25 g, 88.79%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045486B2
Source datasetuspto-grants-2015_06
ORD IDord-a0eecf92da494256998647ea0a9416c2
Source noteuspto-grants-2015_06