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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 981071Generated: October 30, 2026

Acetic Acid → trans-1-Benzyl-3-hydroxy-4-methoxypyrrolidine

https://huagongshe.com/reaction/981071

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant3-Benzyl-6-oxa-3-azabicyclo(3.1.0)hexaneHCID 9815370—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
Producttrans-1-Benzyl-3-hydroxy-4-methoxypyrrolidineHCID 15069965—

Reaction Steps

34,9 g (0.2 mol) of 3-benzyl-6-oxa-3-azabicyclo[3.1.0]-hexane (U.S. Pat. No. 4,254,135) are heated with 3.6 g (20 mmol) of sodium methylate solution (30% strength) at 120° C. in 200 ml of absolute methanol in an autoclave for 10 hours. After cooling, the mixture is neutralized with 1.2 g (20 mmol) of acetic acid and the solvent is removed on a rotary evaporator. The residue is taken up in tetrahydrofuran and the sodium acetate is filtered off. The filtrate is concentrated and the residue is distilled.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04990517
Source datasetuspto-grants-1991_02
ORD IDord-ec84cea7a1794c7eb87ff7d58c2fb1a2
Source noteuspto-grants-1991_02