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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2109692Generated: October 26, 2026

Phthalic Anhydride → (2S)-2-Phthalimido-3-phenyl-propanol

https://huagongshe.com/reaction/2109692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalic AnhydrideHCID 6811—
Reactantphenylalaninol, (S)-HCID 447213—
Solvent1,4-DioxaneHCID 31275—
Product(2S)-2-Phthalimido-3-phenyl-propanolHCID 11323487—

Reaction Conditions

Temperature150 °C

Reaction Steps

Isobenzofuran-1,3-dione (4.40 g, 29.76 mmol) and (S)-2-amino-3-phenylpropan-1-ol (4.50 g, 29.76 mmol) were charged into a 20 mL microwave tube along with 10 mL dioxane. The microwave tube was heated at 150° C. for 33 minutes in a Smith Synthesizer. After the reaction was complete, dioxane was evaporated off and the residue was passed through a short pad of silica gel with DCM. The resulting product (7.50 g, 89%) was used in the following step. LCMS (API-ES) m/z (%): 282.2 (100%, M++H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07514566B2
Source datasetuspto-grants-2009_04
ORD IDord-026f06bd477247129bb01aaf38c0fc2f
Source noteuspto-grants-2009_04