Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554868Generated: October 31, 2026

Acetic Acid → HCID 67460442, compound

https://huagongshe.com/reaction/554868

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantCyclobutanoneHCID 14496—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 67461149HCID 67461149—
Solvent1,1-DichloroethaneHCID 6365—
ProductHCID 67460442HCID 6746044256.6%

Reaction Steps

Dissolve 3-(4-bromo-2-methoxy-phenoxy)-azetidine (1.84 g, 7.13 mmol) in dichloroethane (80 mL). Add cyclobutanone (1.86 mL, 25 mmol), sodium triacetoxyborohydride (3.02 g, 14.3 mmol) and acetic acid (0.82 mL, 14.3 mmol). Stir the mixture overnight, then add saturated sodium bicarbonate and extract three times using dichloromethane. Dry the combined organic portions over sodium sulfate, filter, and concentrate. Purify by silica gel chromatography using a 0-3% gradient of methanol/dichloromethane to give 1.26 g (56%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08049013B2
Source datasetuspto-grants-2011_11
ORD IDord-030715f0200f453bbd869e370370bce2
Source noteuspto-grants-2011_11