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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771432Generated: November 3, 2026

Dimethylformamide → HCID 71767637, compound

https://huagongshe.com/reaction/1771432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 22169412HCID 22169412—
ReactantHCID 131734654HCID 131734654—
ProductHCID 71767637HCID 71767637—

Reaction Steps

The mixture of NaH (0.17 g), (3R)-ethyl 5-methoxy-3-methylisochroman-1-carboxylate (0.3 g) and DMF (7 ml) was stirred for 2 hrs in ice-bath temperature. Iodomethane (0.7 ml) was added and the mixture was stirred at ambient temperature for 16 hrs. The intermediate (3R)-ethyl 5-methoxy-1,3-dimethylisochroman-1-carboxylate (0.4 g) was purified with separation method A and the title compound was synthesized using the procedure of synthesis method A step 3 and separation method E (EtOAc/DCM/triethyl amine 10/20/1). (Yield 0.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249127B2
Source datasetuspto-grants-2016_02
ORD IDord-d4256174a43c46599fa3a351948f450d
Source noteuspto-grants-2016_02