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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1723435Generated: November 2, 2026

Potassium tert-butoxide → (2R)-2-[(4-fluorophenoxy)methyl]oxirane

https://huagongshe.com/reaction/1723435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium tert-butoxideHCID 23665647—
Reactant(+)-(S)-3-(4-fluorophenoxy)-1,2-propanediolHCID 53648274—
SolventTetrahydrofuranHCID 8028—
Product(2R)-2-[(4-fluorophenoxy)methyl]oxiraneHCID 693289757.3%

Reaction Steps

To a stirred mixture of 13.4 parts of (+)-(S)-3-(4-fluorophenoxy)-1,2-propanediol, O1 -4-methylbenzenesulfonate and 45 parts of tetrahydrofuran were added 4.9 parts of kalium 1,1-dimethyl ethoxide. The whole was stirred for 30 minutes at room temperature. It was filtered over Hyflo, washed with tetrahydrofuran and the filtrate was evaporated. The residue was distilled, yielding 3.8 parts (57.3%) of (-)-(R)-[(4-fluorophenoxy)methyl]oxirane; bp. 54° C. at 66.5 Pa; [α]D =4.08 (c=0.5% in trichloromethane) (148).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04861785
Source datasetuspto-grants-1989_08
ORD IDord-f0fe28e32d2f49028767ed15f4999564
Source noteuspto-grants-1989_08