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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 578597Generated: November 4, 2026

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

https://huagongshe.com/reaction/578597

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 numberUS09040588B2
Source datasetuspto-grants-2015_05
ORD IDord-ac6e1cee401343d59dbf5e1cc2d7870a
Source noteuspto-grants-2015_05