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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1901698Generated: October 30, 2026

Tetrabutylammonium Fluoride → 2-Oxazolidinone, 5-[(3-chlorophenoxy)methyl]-3-(2-hydroxy-1-methylethyl)-, [R-(R*,R*)]-

https://huagongshe.com/reaction/1901698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 53837598HCID 53837598—
SolventTetrahydrofuranHCID 8028—
Product2-Oxazolidinone, 5-[(3-chlorophenoxy)methyl]-3-(2-hydroxy-1-methylethyl)-, [R-(R*,R*)]-HCID 6774158698.2%

Reaction Steps

A procedure similar to that described in Preparation 5(b) was repeated, except that 3.25 g of 3-[2-t-butyldimethylsilyloxy-1(R)-methylethyl]-5(R)-(3-chlorophenoxymethyl)oxazolidin-2-one (prepared as described in Preparation 43), 24 ml of tetrabutylammonium fluoride (26% w/v in tetrahydrofuran) and 30 ml of anhydrous tetrahydrofuran were used, to give 2.28 g of the title compound, melting at 76° C. to 78° C. and having [α]D =-65.4° (methanol, c=1.060).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05578620
Source datasetuspto-grants-1996_11
ORD IDord-7d6481ed970643c5913afc55d95ce389
Source noteuspto-grants-1996_11