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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592769Generated: October 31, 2026

Acetone → Methyl 2,3-dihydro-2-(1-methylethyl)-1H-isoindole-1-acetate

https://huagongshe.com/reaction/1592769

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantMethyl 2-(isoindolin-1-yl)acetateHCID 58777828—
Solvent1,1-DichloroethaneHCID 6365—
SolventSodium HydroxideHCID 14798—
ProductMethyl 2,3-dihydro-2-(1-methylethyl)-1H-isoindole-1-acetateHCID 69219063—

Reaction Steps

To the compound obtained from Step A (0.50 g, 2.61 mmol) in dichloroethane (46 mL) was added acetone (1.76 mL, 24.01 mmol) and sodium triacetoxyborohydride (2.48 g., 11.74 mmol). After 6 hours, the mixture was diluted with 1.0N NaOH (100 mL), and the organic portion was separated. The aqueous layer was extracted with DCM (3×100 mL). The combined DCM extracts were dried (MgSO4) and concentrated to dryness to afford about 0.60 g (99%). EIS-MS 235 [M+1].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291619B2
Source datasetuspto-grants-2007_11
ORD IDord-61846c4b5e4d4a8ead76c7fc4755fecd
Source noteuspto-grants-2007_11