Epichlorohydrin → HCID 22625424, compound

HRID 277644Notes

Reaction equation

HRID 277644 reaction equation
[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([CH3:12])[C:6]=1[CH3:13])(=[O:3])[CH3:2].Cl[CH2:15][CH:16]1[CH2:18][O:17]1.C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:15][CH:16]2[O:17][CH2:18]2)=[C:7]([CH3:12])[C:6]=1[CH3:13])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 7835EpichlorohydrinHCID 11430Potassium CarbonateHCID 11095219HCID 11095219, compound

Product 1

HCID 22625424HCID 22625424, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

Using 4.30 g of 4-acetoxy-2,3-dimethylphenol, 4.6 ml of chloromethyloxirane, 3.30 g of anhydrous potassium carbonate and 100 ml of methyl ethyl ketone, reaction and workup carried out as in Example 1-A gave about 6.05 g of 1-(4-acetoxy-2,3-dimethylphenoxy)-2,3-epoxypropane as brown oil. Using the epoxy compound thus obtained, 4.60 g of 1-(2-methoxyphenyl)piperazine and 100 ml of dioxane, reaction and workup were carried out as in Examples 1-A and 4. After hydrolysis and workup followed by conversion to hydrochloride with 2N HCl, recrystallization from methanol gave 2.55 g of white crystals, m.p. 228-230° C. (decomp.).

Sources & evidence

ORD record
ord-ba3a320ae8b74888830f8f6b7fcb0ee4
Source dataset
uspto-grants-2002_03
Patent number
US06358515B2

Reaction notes

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