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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692943Generated: November 1, 2026

Hydrochloric Acid → 3-hydroxy-N-methoxy-N-methylcyclobutanecarboxamide

https://huagongshe.com/reaction/1692943

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantSodium borohydrideHCID 4311764—
ReactantN-methoxy-N-methyl-3-oxocyclobutanecarboxamideHCID 86634348—
Product3-hydroxy-N-methoxy-N-methylcyclobutanecarboxamideHCID 18691557146.6%

Reaction Steps

N-Methoxy-N-methyl-3-oxocyclobutanecarboxamide (1 g, 0.006 mol) was dissolved in methanol (8 mL, 0.2 mol). To the mixture, sodium borohydride (0.2 g, 0.006 mol) was added. The reaction was stirred at rt for 1 h. To the reaction mixture was added 1N aq. HCl to adjust the pH to 2. The mixture was concentrated, then extracted with EtOAc. The combined organic layers were dried over MgSO4 and concentrated to give crude product (1.4 g) as light yellow oil. LCMS calculated for C7H14NO3(M+H)+: 160.0; Found: 160.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158616B2
Source datasetuspto-grants-2012_04
ORD IDord-85a15054d0a2475199c912a36d3201b3
Source noteuspto-grants-2012_04