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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17542Generated: October 28, 2026

HCID 68587572, compound → Methyl 4-amino-2-tert-butyl-5-phenyl-1-benzofuran-7-carboxylate

https://huagongshe.com/reaction/17542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 68587572HCID 68587572—
ReactantSodium bicarbonate waterHCID 86585896—
ReactantHCID 86630873HCID 86630873—
SolventMethanolHCID 887—
ProductMethyl 4-amino-2-tert-butyl-5-phenyl-1-benzofuran-7-carboxylateHCID 6858474348.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

A methanol (60 ml) solution of methyl 4-acetylamino-2-tert-butyl-5-phenyl-1-benzofuran-7-carboxylate (I-253) (2.28 g, 6.24 mmol) and 4 N hydrogen carbonate/1,4-dioxane solution (15.6 ml, 62.4 mmol) were stirred overnight at room temperature, then heated up to 50° C. and stirred for 5 hours. The reaction liquid was put into saturated sodium bicarbonate water (300 ml), followed by extraction with ethyl acetate (200 ml). The organic layer was dried over anhydrous sodium sulfate, concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1→1:1) to obtain the entitled compound (972 mg, 48%) as a yellow white solid. Starting material recovery, 1.10 g (48%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737166B2
Source datasetuspto-grants-2010_06
ORD IDord-3a730f4d61294b44848c7111130bc563
Source noteuspto-grants-2010_06