Epichlorohydrin → HCID 22625411, compound

HRID 277638Notes

Reaction equation

HRID 277638 reaction equation
[CH2:1]([O:8][C:9]1[C:14]([CH3:15])=[CH:13][C:12]([OH:16])=[C:11]([O:17][CH3:18])[C:10]=1[O:19][CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:28][CH:29]1[CH2:31][O:30]1>C(C(C)=O)C>[CH2:1]([O:8][C:9]1[C:14]([CH3:15])=[CH:13][C:12]([O:16][CH2:28][CH:29]2[O:30][CH2:31]2)=[C:11]([O:17][CH3:18])[C:10]=1[O:19][CH3:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 7835EpichlorohydrinHCID 11430Potassium CarbonateHCID 22625367HCID 22625367, compound

Product 1

HCID 22625411HCID 22625411, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

Then, using 3.69 g of the compound of Example 12, 1.82 g of anhydrous potassium carbonate, 1.5 ml of chloromethyloxirane and 100 ml of methyl ethyl ketone, reaction and workup carried out as in Example 1-A gave about 4.5 g of 1-(4-benzyloxy-2,3-dimethoxy-5-methylphenoxy)-2,3-epoxypropane as yellow oil. Using this epoxy compound, 3.05 g of 1-(2-methoxyphenyl)piperazine and 100 ml dioxane, reaction and workup carried out as in Example 1-A followed by purification by column chromatography (silica gel, elution with ethyl acetate:hexane=1:0.5) gave 4.61 g of yellow oil.

Sources & evidence

ORD record
ord-da04ee906f6f4061a5bf764d191d74a3
Source dataset
uspto-grants-2002_03
Patent number
US06358515B2

Reaction notes

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