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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926184Generated: November 3, 2026

Hydroxylamine → 2-(2-(9H-fluoren-9-ylidene)acetamido)-N-hydroxyacetamide

https://huagongshe.com/reaction/1926184

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroxylamineHCID 787—
ReactantTriethylamineHCID 8471—
ReactantEthyl chloroformateHCID 10928—
Reactant2-(2-(9H-fluoren-9-ylidene)acetamido)acetic acidHCID 57972062—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
Product2-(2-(9H-fluoren-9-ylidene)acetamido)-N-hydroxyacetamideHCID 4454024945%

Reaction Conditions

Temperature0 °C

Reaction Steps

2-(2-(9H-fluoren-9-ylidene)acetamido)acetic acid (279 mg, 1 mmol), triethylamine (151 mg, 1.5 mmol) and 20 ml of DMF were stirred at 0° C. while ethyl chloroformate (163 mg, 1.5 mmol) was added. The mixture was stirred at 0° C. for 2 hours, and then 50% aqueous solution of hydroxylamine (1.32 g, 20 mmol) was added. The mixture was stirred for 3 hours at room temperature, and then diluted with 1000 mL of brine. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give the title compound (132 mg, 45%) as a yellow solid. LC-MS (m/z) 295 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178577B2
Source datasetuspto-grants-2012_05
ORD IDord-d86deddc4a4b4374999f1c35f50b6251
Source noteuspto-grants-2012_05