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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1079098Generated: October 27, 2026

tert-Butyl methyl ether → Didodecyl 2-(t-butylthio)-1-hydroxy-1-methylethanephosphonate

https://huagongshe.com/reaction/1079098

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl methyl etherHCID 15413—
Reactant1-(Tert-butylsulfanyl)propan-2-oneHCID 11423669—
Reactant1,2,3,4,6,7,8,10A-octahydropyrimido[1,2-a]azepineHCID 15072656—
ReactantCID 21884946HCID 21884946—
SolventDimethyl SulfoxideHCID 679—
SolventTolueneHCID 1140—
ProductDidodecyl 2-(t-butylthio)-1-hydroxy-1-methylethanephosphonateHCID 19428699—

Reaction Conditions

Temperature60 °C

Reaction Steps

23.0 g (55 mmol) of didodecyl phosphite are initially introduced into a mixture of 20 ml of tert-butyl methyl ether and 5 ml of dimethyl sulfoxide. 1.0 g of 1,8-diazabicyclo[5.4.0]undec-5-ene (DBU) are added, and 8.04 g (55 mmol) of (t-butylthio)acetone are then added dropwise at 30° C. The reaction mixture is heated for 5 hours at 60° C., cooled, diluted with 150 ml of toluene and washed with 100 ml of water. The organic phase is dried over sodium sulfate, and the solvent and remainders of the educts are distilled off in vacuo (finally at 0.5 mbar and 55° C. bath temperature).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05550276
Source datasetuspto-grants-1996_08
ORD IDord-b5843fedb2dc44da9fcd9d43da58a25d
Source noteuspto-grants-1996_08