Epichlorohydrin → HCID 22625419, compound

HRID 277643Notes

Reaction equation

HRID 277643 reaction equation
[C:1]([O:4][C:5]1[C:10]([CH3:11])=[CH:9][C:8]([OH:12])=[C:7]([CH3:13])[CH:6]=1)(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:21][CH:22]1[CH2:24][O:23]1>C(C(C)=O)C>[C:1]([O:4][C:5]1[C:10]([CH3:11])=[CH:9][C:8]([O:12][CH2:21][CH:22]2[O:23][CH2:24]2)=[C:7]([CH3:13])[CH:6]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 7835EpichlorohydrinHCID 11430Potassium CarbonateHCID 15166544HCID 15166544, compound

Product 1

HCID 22625419HCID 22625419, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

Using 3.25 g of 4-acetoxy-2,5-dimethylphenol, 2.49 g of anhydrous potassium carbonate, 2.8 ml of chloromethyloxirane and 50 ml of methyl ethyl ketone, reaction and workup carried out as in Example 1-A gave about 2.97 g of 1-(4-acetoxy-2,5-dimethylphenoxy)-2,3-epoxypropane as yellow oil. Using the epoxy compound thus obtained, 2.66 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, workup and then conversion to hydrochloride with 2N HCl, recrystallization from methanol-acetone gave 0.80 g of white crystals, m.p. 214-215° C. (decomp.).

Sources & evidence

ORD record
ord-21429ba29e8d4c128fe07eb825fd69f1
Source dataset
uspto-grants-2002_03
Patent number
US06358515B2

Reaction notes

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