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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2168331Generated: October 29, 2026

Hydrochloric Acid → HCID 67227970, compound

https://huagongshe.com/reaction/2168331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
Reactant(Dimethyl sulfide)trihydroboronHCID 12423031—
ReactantHCID 67226198HCID 67226198—
SolventTetrahydrofuranHCID 8028—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67227970HCID 67227970—

Reaction Steps

To a solution of EXAMPLE 27D in tetrahydrofuran (3.6 mL) was added borane-methyl sulfide complex (10M in tetrahydrofuran) (0.24 mL). The reaction was heated under reflux for 16 hours, then cooled in an ice/water bath. Methanol (5 mL) was added carefully, and the mixture was stirred cold for 75 minutes. Then 4N HCl in dioxane (0.65 mL) was added and the reaction heated under reflux for 60 minutes. After cooling to room temperature, 1NNH4OH (2.6 mL) was added and the reaction was stirred for 15 minutes. Then the reaction was concentrated, redissolved in methanol, concentrated, redissolved in toluene and concentrated. The crude solids were slurried in CHCl3/methanol, the solids were filtered off, and the filtrate concentrated to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045420B2
Source datasetuspto-grants-2015_06
ORD IDord-cc7a255ffbaa40d5bba8d6ac47a2675f
Source noteuspto-grants-2015_06