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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2042921Generated: October 28, 2026

Methanol → HCID 53330279, compound

https://huagongshe.com/reaction/2042921

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
Reactant(Dimethyl sulfide)trihydroboronHCID 12423031—
ReactantHCID 53330278HCID 53330278—
SolventTetrahydrofuranHCID 8028—
ProductHCID 53330279HCID 5333027985.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of silyl ester 29 (38.0 g, 65.8 mmol) in THF (300 mL) was added borane dimethylsulfide complex (1 M in THF, 13 mL) at 0° C. The mixture was stirred 0° C. for 15 min, at room temperature at 30 min, and at 75° C. for 15 h. The mixture was cooled to 0° C. MeOH and H2O were added to the cooled mixture to quench the reaction. After dilution with water, the mixture was extracted with EtOAc. The organic layer was dried over anhydrous MgSO4, filtered and concentrated in vacuo. The residue was purified by silica column chromatography to provide the titled compound 30 (22.9 g, 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586550B2
Source datasetuspto-grants-2013_11
ORD IDord-4342890cfc164c2693919815cb20cdc5
Source noteuspto-grants-2013_11