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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1184919Generated: November 2, 2026

Acetic Acid → Ethyl 5-amino-2-methylbenzoate

https://huagongshe.com/reaction/1184919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantEthyl 2-methyl-5-nitrobenzoateHCID 18510875—
CatalystZincHCID 23994—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 5-amino-2-methylbenzoateHCID 18690998100%

Reaction Steps

To a solution of ethyl 2-methyl-5-nitrobenzoate 101 and acetic acid (516 mmol, 29.6 mL) (25.8 mmol, 5.4 g) in THF (129 mL) at 0° C. was added zinc (516 mmol, 33.8 g) and stirred for 1 h. The reaction was filtered, neutralized with 2N NaOH solution and extracted with ethyl acetate (2×). Organic layers were washed with water, brine, dried and concentrated under reduced pressure to give ethyl 5-amino-2-methylbenzoate 102 (4.6 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08669256B2
Source datasetuspto-grants-2014_03
ORD IDord-57ff3eef873149cb8d742a172643647e
Source noteuspto-grants-2014_03