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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1889225Generated: October 31, 2026

Tetrahydrofuran → (1S)-1-(3-amino-4-benzyloxyphenyl)-2-bromoethan-1-ol

https://huagongshe.com/reaction/1889225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant(S)-1-(4-Benzyloxy-3-nitrophenyl)-2-bromoethanolHCID 29944564—
SolventTolueneHCID 1140—
Product(1S)-1-(3-amino-4-benzyloxyphenyl)-2-bromoethan-1-olHCID 5930391169.6%

Reaction Steps

A solution of the product of step A) (18.7 g, 53.1 mmol) in toluene (40 mL) and THF (40 mL) was added to a Parr shaker bottle containing Pt2O (370 mg). This mixture was shaken under H2 (50 psi, 344.74 kpa) until the reaction was complete (18 h). The catalyst was removed by filtration, and the filtrate was concentrated to an oil. Column chromatography (1 kg silica gel packed in and eluted with CH2Cl2/MeOH, 19:1) gave 11.9 g (69.6%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501994B2
Source datasetuspto-grants-2013_08
ORD IDord-d84e9a86b12a4fb1b6941c0e2c62e503
Source noteuspto-grants-2013_08