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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 743274Generated: November 4, 2026

2-(2-(3-Methoxyphenyl)ethyl)phenol → 1-t-Butoxycarbonyl-4-(2-{2-[2-(3-methoxyphenyl)ethyl]phenoxy}ethyl)piperidine

https://huagongshe.com/reaction/743274

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(2-(3-Methoxyphenyl)ethyl)phenolHCID 10585448—
ReactantN-Boc-4-[2-(4-Toluenesulfonyloxy)ethyl]piperidineHCID 21936070—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDimethylacetamideHCID 31374—
Product1-t-Butoxycarbonyl-4-(2-{2-[2-(3-methoxyphenyl)ethyl]phenoxy}ethyl)piperidineHCID 1076553487.2%

Reaction Steps

Following a procedure similar to that described in Example 40(a), 1.20 g of 2-[2-(3-methoxyphenyl) ethyl]phenol (prepared as described in Preparation 20), 2.00 g of 1-t-butoxycarbonyl-4-[2-(p-toluenesulfonyloxy)ethyl]piperidine and 0.590 g of potassium t-butoxide were reacted in 20 ml of dimethylacetamide. The mixture was then worked up as described in Example 40(a), and the crude product thus obtained was purified by column chromatography through silica gel, using a 4:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 2.00 g (yield 86%) of the title compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05556864
Source datasetuspto-grants-1996_09
ORD IDord-4642ed30b6274e2f81800e59e9822544
Source noteuspto-grants-1996_09