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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2305593Generated: October 30, 2026

Acetic Anhydride → Methyl 4-acetoxyindole-2-carboxylate

https://huagongshe.com/reaction/2305593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantMethyl 4-hydroxy-1H-indole-2-carboxylateHCID 22310940—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
ProductMethyl 4-acetoxyindole-2-carboxylateHCID 22310858—

Reaction Conditions

Temperature80 °C

Reaction Steps

Methyl 4-hydroxyindole-2-carboxylate (0.5 g) and 4-dimethylaminopyridine (50 mg) were dissolved in acetic anhydride (5 ml) and heated at 80° C. for 3 hours. The reaction was allowed to cool overnight to precipitate white crystals, which were filtered and dried in vacuo (0.44 g, 72%); NMR δ(CD3SOCD3) 2.34 (s, 3H), 3.85 (s, 3H), 6.80 (d, 1H) 7.06 (s, 1H), 7.23 (t, 1H), 7.29-7.35 (m, 1H), 12.1 (bs, 1H); M/z (−) 232 (M−H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06441004B1
Source datasetuspto-grants-2002_08
ORD IDord-8bc9d93077464320a01e9aaf31c74108
Source noteuspto-grants-2002_08