Hydrochloric Acid → HCID 15882750, compound

HRID 1774401Notes

Reaction equation

HRID 1774401 reaction equation
Br[CH2:2][C:3]1[C:4]([O:6][C:7](=[O:10])[C:8]=1[CH3:9])=[O:5].[OH-:11].[Na+].Cl.[Cl-].[Na+]>CCCCCC.C(OCC)(=O)C>[OH:11][CH2:2][C:3]1[C:4]([O:6][C:7](=[O:10])[C:8]=1[CH3:9])=[O:5]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 110635652,5-Furandione, 3-(bromomethyl)-4-methyl-

Product 1

HCID 15882750HCID 15882750, compoundYield 26%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

To 2-bromomethyl-3-methylmaleic anhydride (1.25 g, 6.10 mmol) was added 5 M aqueous sodium hydroxide solution (4 mL) at room temperature, and the mixture was stirred for 12 h. The reaction mixture was adjusted to pH 1 with 5 M hydrochloric acid (5 mL), added with sodium chloride and extracted three times with ethyl acetate. The combined organic layer was concentrated under reduced pressure, and the residue thus obtained was subjected to silica gel column chromatography (hexane-ethyl acetate 2:1) to give 227 mg of the title compound as oil (yield: 26%).

Workup

  1. extractionextracted three times with ethyl acetate
  2. concentrationThe combined organic layer was concentrated under reduced pressure
  3. customthe residue thus obtained

Sources & evidence

ORD record
ord-251fecc967e14b808c91fed8ac5663f3
Source dataset
uspto-grants-2016_02
Patent number
US09260375B2

Reaction notes

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