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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269467Generated: November 2, 2026

Acetic Acid → HCID 69215857, compound

https://huagongshe.com/reaction/269467

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPropanalHCID 527—
ReactantN-Benzylglycine ethyl esterHCID 80908—
ReactantTetramethylammonium Triacetoxyborohydride (>90%)HCID 13696215—
SolventDichloromethaneHCID 6344—
ProductHCID 69215857HCID 6921585796%

Reaction Steps

Tetramethylammonium triacetoxyborohydride was added to a solution of N-benzylglycine ethyl ester (1.87 mL, 10 mmol), propionaldehyde (1.05 mL, 14 mmol) and acetic acid (0.6 mL) in CH2Cl2 (20 mL), and the resulting mixture was stirred at room temperature for 18 h. The reaction mixture was partitioned between aqueous Na2CO3 (2 M, 100 mL) and CH2Cl2 (3×20 mL) and the combined organic layers were dried over Na2SO4 and concentrated in vacuo to give ethyl 2-[benzylpropylamino]acetate as a yellow oil (2.25 g, 96% yield). LCMS (method B): 1.52 min, 236.0 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446204B2
Source datasetuspto-grants-2008_11
ORD IDord-8c4d2a325be84e38a11220e5ac5c7618
Source noteuspto-grants-2008_11