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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370279Generated: November 2, 2026

Methanol → HCID 68548643, compound

https://huagongshe.com/reaction/2370279

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 59226035HCID 59226035—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68548643HCID 68548643—

Reaction Steps

A solution of 250 mg (0.65 mmol) of [4-(tert-butyl-dimethyl-silanyloxy)-1-(3-hydroxy-propyl)-cyclohexyl]-carbamic acid tert-butyl ester (32) in 3 mL of THF was dropped into a suspension of 28.3 mg (0.71 mmol) of sodium hydride (60%) in 8 mL THF at 0° C. 120 μL (1.94 mmol) of iodomethane were added, and after stirring for 1 h at room temperature another 120 μL (1.94 mmol) of iodomethane were added. The reaction mixture was stirred for 14 h at room temperature, then 5 mL of methanol were added and the volatiles were removed in vacuo. Rt=2.32 min, 2.37 min (Method C). Detected mass: 402.3 (M+H+), 302.3 (M-Boc+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710077B2
Source datasetuspto-grants-2014_04
ORD IDord-e26d00f823ff4d22ba2a7f9dad06abd3
Source noteuspto-grants-2014_04