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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710276Generated: October 29, 2026

Ethyl Acetate → HCID 86674692, compound

https://huagongshe.com/reaction/710276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 67240315HCID 67240315—
SolventDimethylformamideHCID 6228—
ProductHCID 86674692HCID 8667469294.5%

Reaction Steps

In a 100 mL round-bottomed flask, (R)-tert-butyl 2-(4-aminophenyl)morpholine-4-carboxylate (4.3 g, 15.4 mmol) was dissolved in dimethylformamide (30 ml). N-Bromosuccinimide (2.75 g, 15.4 mmol) was added and the mixture was stirred at room temperature for 1 h. The reaction mixture was poured into ethyl acetate and extracted with saturated sodium chloride solution. The organic layers were dried over MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 100 g, gradient 0-50% ethyl acetate in heptane) to yield a white solid (5.2 g, 94%), MS (ISP): 301.3 ([{79Br}M-tBu+H]+), 303.4 ([{81Br}M-tBu+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181230B2
Source datasetuspto-grants-2015_11
ORD IDord-b97fe8754bfa46f593ff24da998a6149
Source noteuspto-grants-2015_11