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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 560274Generated: October 29, 2026

Water → HCID 59153388, compound

https://huagongshe.com/reaction/560274

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 16244454HCID 16244454—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 59153388HCID 59153388—

Reaction Conditions

Temperature75 °C

Reaction Steps

K2CO3 (4.76 mmol) is added to a solution of 3,4-dihydro-2H-benzo[1,4]oxazine-8-carboxylic acid methyl ester (2.07 mmol) in DMF (3.0 mL). After 30 min methyl iodide (4.14 mmol) is added and the mixture is stirred for 2 h at 75° C. Cold water and EtOAc are added, the layers are separated and the aq. layer is extracted with EtOAc. The combined organic layers are washed with water and brine, dried over MgSO4 and concentrated in vacuo to give a crude product which is used without further purification. LC-MS: tR=0.83 min; [M+H]+=208.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063099B2
Source datasetuspto-grants-2011_11
ORD IDord-cf60a112d7f34c6d8a311b94d7a7cf6c
Source noteuspto-grants-2011_11