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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 229103Generated: October 29, 2026

3-Fluoro-p-anisaldehyde → (r)-2-(3-{3-[[3-Fluoro-4-methoxy-benzyl](2,2-diphenylethyl)amino]-2-methyl-propoxy}-phenyl)acetic acid hydrochloride salt

https://huagongshe.com/reaction/229103

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Fluoro-p-anisaldehydeHCID 67696—
Reactant2-Chloro-3-(trifluoromethyl)benzaldehydeHCID 2736672—
ReactantEther hydrochlorideHCID 10953452—
Reactantmethyl (R)-2-(3-(3-((2,2-diphenylethyl)amino)butoxy)phenyl)acetateHCID 68862374—
Reactant(R)-2-(3-{3-[(2,2-diphenylethyl)amino]2-methyl-propoxy}phenyl)acetic acidHCID 68862792—
SolventDiethyl EtherHCID 3283—
Product(r)-2-(3-{3-[[3-Fluoro-4-methoxy-benzyl](2,2-diphenylethyl)amino]-2-methyl-propoxy}-phenyl)acetic acid hydrochloride saltHCID 68861883—

Reaction Steps

Following the procedure of Example 7(d) except (R)-2-(3-{3-[(2,2-diphenylethyl)amino]2-methyl-propoxy}-phenyl)acetic acid (Example 30-Step (a-b)) and 3-fluoro-4-methoxybenzaldehyde were used instead of (R)-2-(3-{3-[(2,2-diphenylethyl)amino]-3-methyl-propoxy}phenyl)acetic acid methyl ester and 2-chloro-3-trifluoromethylbenzaldehyde in step (d) the corresponding carboxylic acid was obtained. The resulting amine/carboxylic acid was dissolved in Et2O (diethylether) and acidified with 1.0 M HCl/Et2O. The reaction mixture was concentrated in vacuo and dried under reduced pressure to give the title compound as a white solid, 98 mg (97%). MS (ESI) 542.4 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560586B2
Source datasetuspto-grants-2009_07
ORD IDord-6838c99c6939459787ff7675aa95af45
Source noteuspto-grants-2009_07