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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60713Generated: October 28, 2026

Sodium borohydride → HCID 121396372, compound

https://huagongshe.com/reaction/60713

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant1-[(3aR,5S,6aR)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-methoxy-ethanoneHCID 121396364—
SolventMethanolHCID 887—
ProductHCID 121396372HCID 12139637287.4%

Reaction Steps

To a stirred solution of 1-[(3aR,5S,6aR)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-methoxy-ethanone (compound 21c, 1.4 g, 6.5 mmol) in methanol (50 mL) was added sodium borohydride (494 mg, 13 mmol). After being stirred at room temperature for 2 hours, the resulting solution was quenched by saturated NH4Cl solution and concentrated in vacuo. The residue was suspended in EtOAc and then filtered. The filtrate was concentrated in vacuo to afford 1.24 g of crude product of 1-[(3aR,5S,6aR)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-methoxy-ethanol (compound 21d) as a colorless oil. MS obsd. (ESI+) [(M+NH4)+]: 236.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09441008B2
Source datasetuspto-grants-2016_09
ORD IDord-3aa14fa52d194a5598618a4e5d21a851
Source noteuspto-grants-2016_09