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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1711017Generated: November 1, 2026

Methanol → HCID 59424693, compound

https://huagongshe.com/reaction/1711017

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
ReactantHCID 59424565HCID 59424565—
ProductHCID 59424693HCID 5942469349%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of 243 (150 mg, 0.547 mmol in DMF (6 mL) was added NaH (66 mg, 1.64 mmol), and the reaction mixture was stirred at 0° C. for 1 hour. Chloromethyl methyl ester (132 mg, 1.641 mmol) was added drop wise and the mixture was stirred at room temperature over night. MeOH (2 mL) was added and the mixture was stirred for an additional hour and partitioned between EtOAc and water. The organic phase was collected, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford title compound 244 (86 mg, 49% yield, crude) as an orange solid. MS (m/z): 319.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790729B2
Source datasetuspto-grants-2010_09
ORD IDord-c7d99344478c4b5cbbd0c27d42694bb1
Source noteuspto-grants-2010_09