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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206637Generated: November 1, 2026

Methanol → HCID 89739114, compound

https://huagongshe.com/reaction/2206637

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 88859379HCID 88859379—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89739114HCID 8973911495.2%

Reaction Conditions

Temperature-32.5 °C

Reaction Steps

To a solution of (R,E)-2-methyl-N-(1-(tetrahydro-2H-pyran-4-yl)ethylidene)propane-2-sulfinamide (1.25 g, 5.4 mmol) in tetrahydrofuran (6 mL) was added methanol (692 mg, 21.6 mmol) and NaBH4 (821 mg, 21.6 mmol) at −65° C. under N2. The reaction was stirred at −65-0° C. for 2 h. Then the reaction was quenched by water and extracted with ethyl acetate. The organic layer was washed with saturated aqueous NaHCO3 and concentrated in vacuo to give crude (R)-2-methyl-N-(1-(tetrahydro-2H-pyran-4-yl)ethyl)Propane-2-sulfinamide (1.2 g, 52.1%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371331B2
Source datasetuspto-grants-2016_06
ORD IDord-e29169aa63fb45ca9b46db5e0e984e5a
Source noteuspto-grants-2016_06