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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869554Generated: October 29, 2026

Sodium Hydroxide → HCID 10706982, compound

https://huagongshe.com/reaction/1869554

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant4-Bromo-3-methylanilineHCID 23359—
Reactant3-Methyl-2-butenoyl chlorideHCID 102394—
SolventDichloromethaneHCID 6344—
ProductHCID 10706982HCID 1070698298.6%

Reaction Steps

In accordance with Scheme 15, to the solution of 4-bromo-3-methyl-phenylamine (2 g, 1 eq.) in 5 mL of CH2Cl2 was added 10 mL of 2 M NaOH followed by dropwise addition of 3,3-dimethylacryloyl chloride (1.32 mL, 1.1 eq.) in 5 mL of CH2Cl2. The reaction was allowed to stir overnight and then partitioned between EtOAc and brine. The organic layer was separated, dried over Na2SO4, filtered and the solvent was removed in vacuo to afford 2.84 g (98.6%) of product Compound 53A as beige solid. Crude product was used for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07638533B2
Source datasetuspto-grants-2009_12
ORD IDord-42a9b2b198404963a975487ed7c9c7b6
Source noteuspto-grants-2009_12