Epichlorohydrin → HCID 22625394, compound

HRID 277642Notes

Reaction equation

HRID 277642 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][C:10]=1[C:16]([CH3:19])([CH3:18])[CH3:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[CH2:21][CH:22]1[CH2:24][O:23]1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:21][CH:22]2[O:23][CH2:24]2)=[CH:11][C:10]=1[C:16]([CH3:19])([CH3:18])[CH3:17])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 7835EpichlorohydrinHCID 11430Potassium CarbonateHCID 13068625HCID 13068625, compound

Product 1

HCID 22625394HCID 22625394, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Then, using 6.07 g of the compound of Example 18 above, 4.0 ml of chloromethyloxirane, 3.26 g of anhydrous potassium carbonate and 100 ml of methyl methyl ketone, reaction and workup carried out as in 1-A gave about 8.00 g of 1-(4-benzyloxy-3-tert-butylphenoxy)-2,3-epoxypropane as brown oil. Using the epoxy compound thus obtained, 4.82 g of 1-(2-methoxyphenyl)piperazine and 100 ml of dioxane, reaction and workup carried out as in Example 1-A followed by recrystallization from isopropyl ether gave 6.48 g of white crystals, m.p. 133-134° C.

Sources & evidence

ORD record
ord-042899e006dc490ebd591bfe1e425391
Source dataset
uspto-grants-2002_03
Patent number
US06358515B2

Reaction notes

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