Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966164Generated: October 31, 2026

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

https://huagongshe.com/reaction/1966164

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 numberUS08420629B2
Source datasetuspto-grants-2013_04
ORD IDord-f6d69ab6914d48fd837fdeb5e79fe91b
Source noteuspto-grants-2013_04