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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1682729Generated: November 3, 2026

Tetrabutylammonium Fluoride → 2-[2-(4-methoxycarbonylmethylphenoxy)-1(R)methylethyl]amino-1(R)-(3-chlorophenyl)ethanol

https://huagongshe.com/reaction/1682729

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantN-[2-(4-Methoxycarbonylmethylphenoxy)-1(R)-methylethyl]-2(R)-t-butyldimethylsilyloxy-2-(3-chlorophenyl)ethanamineHCID 22873128—
SolventTetrahydrofuranHCID 8028—
Product2-[2-(4-methoxycarbonylmethylphenoxy)-1(R)methylethyl]amino-1(R)-(3-chlorophenyl)ethanolHCID 2286707673.3%

Reaction Steps

Following a procedure similar to that described in Example 27, but using 3.02 g of N-[2-(4-methoxycarbonylmethylphenoxy)-1(R)-methylethyl]-2(R)-t-butyldimethylsilyloxy-2-(3-chlorophenyl)ethanamine (prepared as described in Preparation 50), 4.81 g of tetrabutylammonium fluoride and 100 ml of tetrahydrofuran, 1.7 g of the title compound were obtained having an Rf=0.39 (thin layer chromatography over silica gel, using ethyl acetate as the developing solvent). [α]D23 -13.2° (c=0.99, methanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05635534
Source datasetuspto-grants-1997_06
ORD IDord-bd834f8f90f049cd876e56866c0a84f2
Source noteuspto-grants-1997_06